[ CAS No. 922-63-4 ] {[proInfo.proName]}

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Quality Control of [ 922-63-4 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 922-63-4 ]

CAS No. :	922-63-4	MDL No. :	MFCD00010129
Formula :	C₅H₈O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	GMLDCZYTIPCVMO-UHFFFAOYSA-N
M.W :	84.11	Pubchem ID :	70203
Synonyms :

Safety of [ 922-63-4 ]

Signal Word:	Danger	Class:	3,6.1
Precautionary Statements:	P210-P233-P240-P241-P242-P243-P260-P264-P270-P271-P280-P284-P301+P312+P330-P303+P361+P353-P304+P340+P310-P370+P378-P403+P233-P403+P235-P405-P501	UN#:	1992
Hazard Statements:	H225-H302+H312-H330	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 922-63-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 922-63-4 ]

[ 922-63-4 ] Synthesis Path-Downstream 1~16

1
[ 110-89-4 ]
[ 922-63-4 ]
[ 604-66-0 ]
[ 64-19-7 ]
[ 756526-76-8 ]

Yield	Reaction Conditions	Operation in experiment
	Erhitzen des mit konz. Schwefelsaeure versetzten Reaktionsgemisches auf 120grad;

Reference： [1]Current Patent Assignee: I.G. FARBENINDUSTRIE AG (historic) - DE720467, 1939, C

2
[ 922-63-4 ]
[ 146328-23-6 ]
[ 105151-39-1 ]

Yield	Reaction Conditions	Operation in experiment
	With trifluoroacetic acid In benzene	12 Preparation of Diethyl 5-Ethylpyridine-2,3-dicarboxylate (5-EPDC) from Diethyl N-Hydroxyaspartate EXAMPLE 12 Preparation of Diethyl 5-Ethylpyridine-2,3-dicarboxylate (5-EPDC) from Diethyl N-Hydroxyaspartate Diethyl N-hydroxyaspartate (20.2 g, 0.1 mol) was dissolved in Benzene (100 mL) and stirred under nitrogen. Trifluoroacetic acid (2.0 g, 0.018 mol) and 2-ethylacrolein (9.8 g, 0.11 mol) were added and the reaction mixture was stirred at 72°-75° C. for 16 hours. The reaction mixture was concentrated under reduced pressure to give crude diethyl 5-EPDC (27.92 g). The gas-liquid chromatographic (GLC) analysis of the crude product indicated that the reaction had proceeded with 91% conversion (based on diethyl maleate) and 41% yield (based on external standard) to diethyl 5-EPDC.

Reference： [1]Current Patent Assignee: CELANESE CORP - US5322948, 1994, A

3
[ 922-63-4 ]
[ 86319-87-1 ]
[ 105151-39-1 ]

Yield	Reaction Conditions	Operation in experiment
	In acetic acid	23 EXAMPLE 23 EXAMPLE 23 Glacial acetic acid 100 g and 2-ethyl-2-propenal 30 g (0.357 mol) were placed in a 200 ml four neck distillation flask: with a reflux condenser and heated on an oil bath. When the inside temperature reached 90° C., ethyl β-amino-β-ethoxycarbonylacrylate 60 g (0.321 mol) was added dropwise thereto at 90° to 95° C. over a period of 4 hours. After completion of the dropping, the mixture was reacted at 90° to 95° C. for 3 hours. After completion of the reaction, the reaction mixture was distilled to give 36.2 g of 5-ethyl-2,3-diethoxycarbonylpyridine (bp2: 151° to 152° C.).
	With acetic acid In ethanol	13 Aminomaleate Conversion to 5-Ethylpyridine-2,3-Dicarboxylate Example 13 Aminomaleate Conversion to 5-Ethylpyridine-2,3-Dicarboxylate Acetic acid (10 ml) was added to a solution of diethyl 2-aminomaleate (18.7 g, 0.10 mol) in ethanol (38 ml) in a 250 ml flask. The reaction pH was measured and found to be 3.9. The reaction flask was equipped with a reflux condenser, thermometer, heating mantle, stirrer, and dropping funnels. Then, 2-ethylacrolein (12.8 g, 0.13 mol) was added all at once and the reaction mixture was heated to reflux for 3 to 5 hours. The solvent was removed on a vacuum rotary evaporator and the residue was vacuum distilled. The yield of diethyl 5-ethylpyridine-2,3dicarboxylate was 13.8 g (55% of theoretical).

Reference： [1]Current Patent Assignee: SUGAI CHEMICAL INDUSTRY CO., LTD - US4973695, 1990, A
[2]Current Patent Assignee: CELANESE CORP - US5405987, 1995, A

4
[ 922-63-4 ]
[ 141-05-9 ]
[ 105151-39-1 ]

Yield	Reaction Conditions	Operation in experiment
40%		30 Procedure with Acetic acid as Catalyst and Solvent EXAMPLE 30 Procedure with Acetic acid as Catalyst and Solvent Hydroxylamine free base (50% aqueous solution, 8.0 g, 0.12 mol) was added to diethyl maleate (17.8 g, 0.10 mol) at 25° C. The mixture was stirred for 15 minutes, then subjected to vacuum (0.25 mm Hg) for 15 minutes to remove water. Acetic acid (11.87 g, 0.18 mol) was added to bring the pH to about 3.8. 2-Ethylacrolein (10.05 g, 0.12 mol) was added and the reaction mixture was stirred for 5 hours at 105° C. The reaction mixture was cooled to room temperature and the crude product (46.5 g) analyzed by NMR. The analysis showed that the reaction proceeded with 95% conversion to give diethyl 5-EPDC in about 40% yield (based on external standard).

Reference： [1]Current Patent Assignee: CELANESE CORP - US5322948, 1994, A

5
[ 922-63-4 ]
Hydroxylamine, Dibutyl Maleate [ No CAS ]
[ 105-76-0 ]
dibutyl N-hydroxyaspartate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In nitrogen;	EXAMPLE 31 Synthesis of Dibutyl 5-EPDC from Hydroxylamine, Dibutyl Maleate, and 2-Ethylacrolein Hydroxylamine free base (50% aqueous solution, 8.0 g, 0.12 mol) was added dropwise to dibutyl maleate (25.0 g, 0.1 mol) in a 3-necked 250-ml flask blanketed with nitrogen. The reaction temperature was maintained below 55 C. with an ice bath. The mixture was stirred for 30 minutes and then analyzed by NMR, which indicated 96% conversion of dibutyl maleate to dibutyl N-hydroxyaspartate. Butanol (29.8 g), hexadecane (0.98 g), 2-ethylacrolein (10.0 g, 0.12 mol), and trifluoroacetic acid (2.0 g, 0.018 mol) were added in succession to the reaction mixture, which was then stirred at 90-95 C. for 4.5 hours under nitrogen.

Reference： [1]Patent: US5322948,1994,A

6
[ 922-63-4 ]
[ 142-96-1 ]
[ 105-39-5 ]
[ 95-92-1 ]
[ 105151-39-1 ]

Yield	Reaction Conditions	Operation in experiment
46.6%	With hydrogenchloride In ethanol; water	8 EXAMPLE 8 EXAMPLE 8 To 250 ml of dibutyl ether, 5.8 g of metal sodium (0.252 mol) and 11.6 g of absolute ethanol (0.252 mol) were added, and the mixture was stirred for 1 hour. To the mixture, 36.8 g of diethyl oxalate (0.252 mol) and 33.0 g of ethyl chloroacetate (0.269 mol) were added dropwise at 30° to 35° C. over a period of 1 hour. After the continuing the reaction for 38 hours at room temperature, 80 ml of water and 35 g of 35% hydrochloric acid were added to separate the solution into ether layer and water layer. The ether layer was dried over anhydrous sodium sulfate, and sodium sulfate was filtered off. This filtrate and 21.2 g of 2-ethyl-2-propenal (0.252 mol) were charged in a 500-m) glass autoclave. After the internal temperature was raised to 90° C., bubbling of ammonia gas was started at ammonia pressure of 0.5 kg/ cm2, and the reaction was continued for 4 hours at 105° C. The content was cooled to room temperature, and the insoluble matter was filtered off. The filtrate was analyzed by gas chromatography, and 5-ethyl-2,3-diethoxycarbonylpyridine was obtained in a yield of 46.6% based on the charged diethyl oxalate.

Reference： [1]Current Patent Assignee: SUGAI CHEMICAL INDUSTRY CO., LTD - US5175300, 1992, A

7
[ 922-63-4 ]
[ 34034-87-2 ]
[ 105151-39-1 ]

Yield	Reaction Conditions	Operation in experiment
96.5%	With ammonium sulfamate salt In ethanol at 80℃; for 5h; Green chemistry;
76.5%	In chlorobenzene	1 EXAMPLE 1 EXAMPLE 1 In a 1000 ml four neck distillation flask with a reflux condenser were placed chlorobenzene 350 ml and 2-ethyl-2-propenal 21.0 g (0.25 mol) and heated on an oil bath. When the inside temperature was raised to 88° C., a mixture of diethyl α-chlorooxalacetate 44.5 g (0.20 mol) and chlorobenzene 250 ml was added dropwise thereto at 88° to 94° C. for 40 minutes, while the reaction system was being bubbled with dry ammonia gas. After the dropping was completed, the temperature was raised to 115° C. and ammonia gas was bubbled therein further for 4 hours. The reaction mixture was cooled down to room temperature, insoluble matters were filtered off and the filtrate was concentrated. The residue was distilled to give 5-ethyl-2,3-diethoxycarbonylpyridine (bp2: 151° to 152° C.) in a yield of 76.5%.
71%	With triethylamine In toluene	3 EXAMPLE 3 EXAMPLE 3 Toluene 120 ml was mixed with diethyl α-chlorooxalacetate 9.4 g (0.042 mol), 2-ethyl-2-propenal 4.2 g (0.05 mol), and triethylamine 0.9 g (0.009 mol) in a glass autoclave. With an ammonia pressure held to 0.5 kg/cm2, the temperature in the autoclave was raised from 20° C. to 100° C. over a period of about 30 minutes. After further reaction at 100° C. for 4 hours, the contents of the autoclave were allowed to cool to room temperature, and insoluble matters were filtered off. The production of 5-ethyl-2,3-diethoxycarbonylpyridine in a yield of 71% was observed by the analysis of the filtrate using gas chromatography.

67%	With ammonium acetate	5 EXAMPLE 5 EXAMPLE 5 Diethyl α-chlorooxalacetate 69 g (0.31 mol), 2-ethyl-2-propenal 33 g (0.39 mol), and ammonium acetate 4.8 g (0.06 mol) were mixed in a glass autoclave. After the inside temperature was raised to 110° C., the contents of the autoclave were reacted for 1.5 hours under an ammonia pressure of 0.5 kg/cm2, for 1.5 hours under 1.5 kg/cm2, AND for 2 hours under 2.5 kg/cm2. After completing of the reaction, the reaction mixture was cooled to room temperature. Insoluble matters were filtered off and the filtrate was distilled to give 5-ethyl-2,3-diethoxycarbonylpyridine in a yield of 67%.
	With ammonium carbonate In methanol for 11h; Reflux;	1.1 (1) 1.5 mο1 ammonium carbonate was added to 30 mol of methanol,Start stirring, under reflux conditions, 1 mol of 2-ethyl acrolein,1.1 mol of diethyl 2-chloro-3-oxodisuccinate was added dropwise to methanol in parallel.After the completion of the dropwise addition, the reaction was kept for 11 hours, cooled, and filtered.Obtaining a solution of 5-ethylpyridine-2,3-dicarboxylate in methanol;

Reference： [1]Cheng, Chunsheng; Ma, Xiaohua; Wei, Zhenyun [Asian Journal of Chemistry, 2014, vol. 26, # 3, p. 918 - 920]
[2]Current Patent Assignee: SUGAI CHEMICAL INDUSTRY CO., LTD - US4973695, 1990, A
[3]Current Patent Assignee: SUGAI CHEMICAL INDUSTRY CO., LTD - US4973695, 1990, A
[4]Current Patent Assignee: SUGAI CHEMICAL INDUSTRY CO., LTD - US4973695, 1990, A
[5]Current Patent Assignee: JIANGSU YANGNONG CHEMICAL CO., LTD. - CN109467548, 2019, A Location in patent: Paragraph 0035-0037

8
[ 922-63-4 ]
[ 86319-87-1 ]
[ 110-16-7 ]
[ 105151-39-1 ]

Yield	Reaction Conditions	Operation in experiment
		49 EXAMPLE 49 EXAMPLE 49 Isopropyl alcohol 150 ml and maleic acid 30.7 g (0 264 mol) were placed in 200 ml four-neck flask equipped with a reflux condenser. After heating the content to 70° C., a mixture of 22.2 g (0.264 mol) of 2-ethyl-2-propenal and 32.9 g (0.176 mol) of ethyl β-amino-β-ethoxycarbonylacrylate were added dropwise thereto with air-bubbling and refluxed for 10 hours. After removal of isopropyl alcohol, 100 ml of water was added thereto and the reaction mixture was neutralized with sodium carbonate. Oil layer was separated and concentrated under reduced pressure to obtain 16.5 g of 5-ethyl-2,3-diethoxycarbonylpyridine.

Reference： [1]Current Patent Assignee: SUGAI CHEMICAL INDUSTRY CO., LTD - US4973695, 1990, A

9
[ 922-63-4 ]
aminodiester [ No CAS ]
[ 36016-13-4 ]
[ 105151-39-1 ]

Yield	Reaction Conditions	Operation in experiment
84.6%	With toluene-4-sulfonic acid In butan-1-ol	2 EXAMPLE 2 EXAMPLE 2 Diethyl 1-amino-1,2-ethylenedicarboxylate (1.7 g) and α-ethylacrolein (0.84 g) are dissolved in n-butanol (10 ml), and thereto is added p-toluenesulfonic acid (35 mg). The mixture is refluxed for 15 hours (the degree of reaction of aminodiester is 97%). After distilling off the solvent, the residue is subjected to silica gel column chromatography, eluding with chloroform/methanol (1:0-1:0.01), to give diethyl 5-ethylpyridine-2,3-dicarboxylate (1.93 g., 84.6%). The product has a purity of 92.2% by liquid chromatographic analysis.

Reference： [1]Current Patent Assignee: OSAKA SODA CO., LTD. - US4948896, 1990, A

10
[ 922-63-4 ]
[ 15649-41-9 ]
[ 142-84-7 ]
[ 105151-39-1 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonium acetate In ethanol; toluene	1 Preparation of diethyl 5-ethylpyridine-2,3-dicarboxylate EXAMPLE 1 Preparation of diethyl 5-ethylpyridine-2,3-dicarboxylate A stirred mixture of diethyl dichloromaleate (4.8g, 0.02 mole) in toluene is treated with dipropylamine (2.23g, 0.02 mole), heated at 60o-65oC for 4 hours, then heated at 90oC for 4 additional hours, cooled to room temperature and concentrated in vacuo . The concentrate is diluted with methylene chloride, treated with 2-ethylacrolein (1.8g, 0.02 mole), further treated with ammonium acetate (2.3g, 0.03 mole) and absolute ethanol, stirred at ambient temperatures for 48 hours and concentrated in vacuo to yield the title product, identified by HPLC analysis.

Reference： [1]Current Patent Assignee: PFIZER INC - EP548559, 1993, A1

11
[ 922-63-4 ]
[ 36016-13-4 ]
[ 105151-39-1 ]

Yield	Reaction Conditions	Operation in experiment
84.6%	With toluene-4-sulfonic acid In butan-1-ol	2 Example 2 Example 2 Diethyl 1-amino-1,2-ethylenedicarboxylate (1.7 g) and α-ethylacrolein (0.84 g) are dissolved in n-butanol (10 ml), and thereto is added p-toluenesulfonic acid (35 mg). The mixture is refluxed for 15 hours (the degree of conversion of the aminodiester is 97 %). After distilling off the solvent, the residue is subjected to silica gel column chromatography, eluding with chloroform/methanol (1: 0 - 1: 0.01), to give diethyl 5-ethylpyridine-2,3-dicarboxylate (1.93 g, 84.6 %). The product has a purity of 92.2 % by liquid chromatographic analysis.

Reference： [1]Current Patent Assignee: OSAKA SODA CO., LTD. - EP299362, 1991, B1

12
[ 922-63-4 ]
[ 50-00-0 ]
[ 77-99-6 ]
[ 23235-61-2 ]

Yield	Reaction Conditions	Operation in experiment
18.6 %Chromat.	With water at 94 - 99℃;	3.3 Step III: The ECR distillate obtained in step II and 21 mass% aqueous formaldehyde (2) solution (118 g, 0.82 mol, 25% of the total amount of formaldehyde employed) were added at 94°C to the distillation residue obtained in step II over 60 minutes and 110 minutes, respectively. After completion of dropwise addition, heating was further continued at 99°C for 60 minutes.The resultant reaction mixture was subjected to GC analysis. As a result, the amounts of produced TMP, di-TMP, and bis-TMP were found to be 79.0 g, 23.3 g, and 2.2 g, respectively, and the yields of TMP, di-TMP, and bis-TMP on the basis of NBD (raw material) were found to be 58.9%, 18.6%, and 1.6%, respectively.

Reference： [1]Current Patent Assignee: MITSUBISHI GAS CHEMICAL COMPANY INC - EP2204356, 2010, A1 Location in patent: Page/Page column 9

13
[ 922-63-4 ]
[ 50-00-0 ]
bis-TMP [ No CAS ]
[ 77-99-6 ]
[ 23235-61-2 ]

Yield	Reaction Conditions	Operation in experiment
1: 15% 2: 2% 3: 67.5%	In water at 96 - 100℃; for 3.3h;	1.3 Step (I-3): Added dropwise into the distillation residue solution obtained in the step (I-2) were the ECR distillate obtained in the step (I-2) and 103 g (0.62 mol; 18% on the basis of a whole amount of formaldehyde used) of a 18% by mass formaldehyde (F2) aqueous solution at 96° C. over 48 minutes and 90 minutes, respectively. After completion of the dropping, the resulting mixture was further heated at 100° C. for 60 minutes to allow a production reaction of di-TMP to proceed. [0147] As a result of analyzing the resulting reaction solution (A1) by GC, it was confirmed that TMP, di-TMP and bis-TMP were produced in amounts of 90.5 g, 18.8 g and 2.8 g, respectively, and the yields of TMP, di-TMP and bis-TMP were 67.5%, 15.0% and 2.0%, respectively, on the basis of NBD as the raw material. [0148] Next, the reaction solution (A1) was distilled to remove unreacted formaldehyde therefrom and then extracted with NBD. As the distillation apparatus used in step (II) for removing the unreacted formaldehyde, there was used a plate type distillation column in which a bottom pressure and a bottom temperature were adjusted to 0.3 MPa and 140° C., respectively. The extraction in the step (III) was carried out using NBD as an extractant in an amount equal to the amount of the reaction solution obtained after removing the unreacted formaldehyde. The water phase thus separated was further extracted with NBD, and the extraction was repeated 5 times. All of the five organic phases thus recovered by the extraction were mixed. Then, after removing NBD used as the extractant (Y1) by distillation, the reaction solution was distilled to separate purified TMP therefrom and obtain a di-TMP-containing solution (B1). The distillation apparatus used in step (IV) for removing NBD was a plate type distillation column in which a bottom pressure and a bottom temperature were adjusted to 68 kPa and 135° C., respectively. Also, the distillation apparatus used in step (V) for separating the purified TMP was a film evaporator in which a bottom pressure and a bottom temperature were adjusted to 1.2 kPa and 170° C., respectively. [0150] The obtained di-TMP-containing solution (B1) had the following composition. The di-TMP-containing solution (B1) contained bis-TMP and tri-TMP in amounts of 20 parts by mass and 13.3 parts by mass, respectively, on the basis of 100 parts by mass of di-TMP.

Reference： [1]Current Patent Assignee: MITSUBISHI GAS CHEMICAL COMPANY INC - US2013/184497, 2013, A1 Location in patent: Paragraph 0146; 0147; 0148; 0149; 0150

14
[ 922-63-4 ]
[ 50-00-0 ]
[ 77-99-6 ]
[ 23235-61-2 ]

Yield	Reaction Conditions	Operation in experiment
1: 253 g 2: 66 g	Stage #1: ethylacrolein; formaldehyd In water at 100℃; Stage #2: With sodium hydroxide In water at 100℃;	1 Example 1 Addition of 0.81 Mol of TMP in First Step; Split Addition of Formaldehyde; Split Addition of Base Third Step: The simultaneous dropwise addition of the resulting distillate and 140 g of a 40% by mass formaldehyde (2) aqueous solution (1.9 mol as formaldehyde; 0.99 equivalent based on NBD; 28% of the total used amount of formaldehyde) into the reaction vessel was initiated using two feed pumps, and both were added dropwise to the reaction mixture solution for 19 min and 68 min, respectively, while maintaining the temperature of the reaction mixture solution at 100° C. After completion of the dropwise addition, the resultant was held under heating at 100° C. for 30 min, and then 22.6 g of a 20% by mass sodium hydroxide aqueous solution (0.11 mol as base; 0.06 equivalent based on NBD; 6% of total used amount of base) were added dropwise thereto using a feed pump over 12 min. After completion of the dropwise addition, the resultant was further held under heating at 100° C. for 39 min. [0089] As a result of analyzing the resulting reaction mixture solution by GC, it was confirmed that the amounts of TMP and di-TMP as calculated values were 253 g and 66.0 g, respectively, and the yields were 57.5% and 28.1%, respectively, on the basis of NBD as the raw material and the total yield of TMP and di-TMP was 85.6%. The amount of TMP newly produced by the reaction corresponds to 134% of an amount of TMP required in the subsequent reaction when it was recycled as the raw material in the subsequent reaction. The results are shown in Tables 1 and 2.

Reference： [1]Current Patent Assignee: MITSUBISHI GAS CHEMICAL COMPANY INC - US2014/135536, 2014, A1 Location in patent: Paragraph 0088-0089

15
[ 922-63-4 ]
[ 76041-72-0 ]
[ 1415577-86-4 ]

Yield	Reaction Conditions	Operation in experiment
4.3 g	With triethylamine; In tetrahydrofuran; at 0℃; for 1.5h;Cooling with ice;	At RT, the compound of the formula (10-2) 3.0 g and tetrahydrofuran 15 ml were mixed and stirred, and the resulting mixtures were cooled to 0 C. and then thereto were added dropwise 2-ethylacrolein 1.85 g and triethylamine 0.1 g. The resulting mixtures were stirred under ice-cooling for 1.5 hours. Thereafter, the resulting mixtures were added to water. The resulting mixtures were extracted with tert-butyl methyl ether. The organic layers were washed with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the compound of the formula (9-17) 4.3 g.
4.3 g	In tetrahydrofuran; at 0℃; for 1.5h;	Production Example 1-22 Production of Compound Represented by Formula (1-74) Production of Compound Represented by Formula 7-17 3.0 g of the compound represented by Formula (10-2) and 15 ml of tetrahydrofuran were mixed at room temperature, followed by stirring, then, the obtained mixture was cooled to 0 C., and 1.85 g of 2-ethylacrolein and 0.1 g of triethylamine were added dropwise thereto. The obtained mixture was stirred for 1.5 hours under ice-cooling. Next, water was added to the obtained mixture. The obtained mixture was extracted with tert-butyl methyl ether. The organic layer was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure, whereby 4.3 g of the compound represented by Formula (9-17) was obtained.

Reference： [1]Patent: US2014/228219,2014,A1 .Location in patent: Paragraph 0665-0666
[2]Patent: US2015/289505,2015,A1 .Location in patent: Paragraph 0774-0775

16
[ 922-63-4 ]
[ 116-53-0 ]

Yield	Reaction Conditions	Operation in experiment
92%	With palladium 10% on activated carbon; hydrogen; acetone; at 30℃; under 760.051 Torr;Autoclave; Industrial scale;	In a 100 L autoclave were sequentially added 16.8 kg of 2-ethyl acrolein, 168 g of 10% palladium carbon, 30 kg of acetone,The reaction was replaced with nitrogen, and then three times with hydrogen,Then close the pressure relief valve, open the hydrogen inlet valve,Inflate to 1 atmosphere. Then heated to 30 C ± 2 C ,And this temperature insulation reaction,Until the reaction is no longer absorbed hydrogen,This process takes about 1.5 hours. TLC and GC detection reaction is completed, the reaction solution was filtered to recover palladium carbon catalyst, the filtrate was added 13.2 grams of sodium tungstate, the reaction temperature was controlled at 40 C ± 2 C ,Slowly drop 25% hydrogen peroxide 27.8 kg,After TLC and GC detection of the reaction was complete, sodium tungstate was filtered off,The reaction mixture was distilled to give a crude product of 99.0% purity,After the distillation column distillation separation of the desired product 2-methylButyric acid 18.8 kg, GC content 99.8%, yield 92%.
		Step S1, the raw material 2-ethyl acrolein and acetone solvent Stir the reaction kettle, adding 2-ethyl acrolein 15% by weight of a solid catalyst,After purging with nitrogen, hydrogen gas was introduced into the reactor at 0.15 MPa and reacted at 50 C. for 6 hours; the added weight of acetone was 4 times the weight of 2-ethyl acrolein;Step S2, dropping a mass fraction of 26% hydrogen peroxide solution into the solution obtained in Step S1 at a temperature of 40 C., and then keeping the reaction at this temperature for 4 hours; the mole number of H2O2 is 1.2 of the mole number of 2-ethyl acrolein TimesStep S3, the reaction solution obtained in step S2 filtered to remove solid catalyst, the filtrate was distilled to give the desired product 2-methyl butyric acid. The preparation method of the solid catalyst comprises:Step S1, dissolving AlCl3 with deionized water, adding glycerin, stirring evenly,Ammonia water to adjust the pH value of the white precipitate, filtered, washed, wet cake; step S2,Zr (NO3) 4 · 5H2O is dissolved in a hydrochloric acid solution with a mass fraction of 20%; step S3,The wet cake was stirred and dissolved in the solution obtained in Step S2 to obtain a mixed solution, and the mixed solution was evaporated to obtain a white solid. The white solid was mixed and ground with the modified nano zeolite powder in a weight ratio of 1: 2.5,Then calcined in a muffle furnace at 600 C for 4 hours to obtain the solid catalyst.Among them, glycerin added weight of AlCl3 added to 3% by weight;AlCl3 and Zr (NO3) 4 · 5H2O molar ratio of 1: 2,The molar ratio of AlCl3 and Zr (NO3) 4 · 5H2O to the molar amount of HCl is 1: 3.The modified nano zeolite powder preparation method is: take nano zeolite powder 35 parts dispersed in 55 parts by mass of 10%Of ethylenediaminetetraacetic acid disodium aqueous solution was stirred at 45 C for 1.5 hours, then added 10 parts of nickel sulfate,Stir 25min, after cooling filtration, drying that.

Reference： [1]Patent: CN105175247,2017,B .Location in patent: Paragraph 0015-0018
[2]Patent: CN106349049,2017,A .Location in patent: Paragraph 0021-0024; 0029-0032; 0037-0040; 0045-0048

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P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 922-63-4 ] {[proInfo.proName]}

Quality Control of [ 922-63-4 ]

Related Doc. of [ 922-63-4 ]

Product Details of [ 922-63-4 ]

Safety of [ 922-63-4 ]

Application In Synthesis of [ 922-63-4 ]

[ 922-63-4 ] Synthesis Path-Downstream 1~16

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry