[ CAS No. 117-34-0 ]

Name: 117-34-0|2,2-Diphenylacetic acid|98%
Brand: Ambeed
SKU: A106893
Price: 5.0 USD
Availability: InStock
Rating: 94 (35 reviews)

{[proInfo.proName]} ,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 117-34-0

Structure of 117-34-0 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 100K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 117-34-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 117-34-0 ]

SDS Specification

Alternatived Products of [ 117-34-0 ]

Product Details of [ 117-34-0 ]

CAS No. :	117-34-0	MDL No. :	MFCD00004251
Formula :	C₁₄H₁₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PYHXGXCGESYPCW-UHFFFAOYSA-N
M.W :	212.24 g/mol	Pubchem ID :	8333
Synonyms :

Calculated chemistry of [ 117-34-0 ]

Physicochemical Properties

Num. heavy atoms :	16
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.07
Num. rotatable bonds :	3
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	62.47
TPSA :	37.3 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.4 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.52
Log Po/w (XLOGP3) :	3.09
Log Po/w (WLOGP) :	2.9
Log Po/w (MLOGP) :	3.15
Log Po/w (SILICOS-IT) :	2.97
Consensus Log Po/w :	2.72

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-3.46
Solubility :	0.0737 mg/ml ; 0.000347 mol/l
Class :	Soluble
Log S (Ali) :	-3.54
Solubility :	0.0611 mg/ml ; 0.000288 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.34
Solubility :	0.00963 mg/ml ; 0.0000454 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.02

Safety of [ 117-34-0 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 117-34-0 ]

* 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.

Upstream synthesis route of [ 117-34-0 ]
Downstream synthetic route of [ 117-34-0 ]

[ 117-34-0 ] Synthesis Path-Upstream 1~3

1
[ 547-64-8 ]
[ 117-34-0 ]
[ 27871-49-4 ]
[ 17392-83-5 ]
[ 1208982-48-2 ]

Yield	Reaction Conditions	Operation in experiment
68 % ee	With 2,2-dimethylpropanoic anhydride; N-ethyl-N,N-diisopropylamine In diethyl ether at 20℃; for 12 h;	Test Example 5Production of Optically Active 2-Hydroxy Ester Using Various Types of Racemic 2-Hydroxy Ester (3) As shown in the above reaction scheme, to diethyl ether (0.2 M) containing 0.6 equivalents of pivalic acid anhydride and 0.5 equivalents of diphenylacetic acid were added 1.2 equivalents of diisopropyl ethylamine, 5percent by mole of (+)-benzotetramisole (BTM), and a solution containing 1 equivalent of a racemic 2-hydroxy ester in diethyl ether at room temperature in this order, and this reaction mixture was stirred at room temperature for 12 hrs. Thereafter, the reaction was stopped with a saturated aqueous sodium bicarbonate solution. After the organic layer was fractionated, the aqueous layer was extracted with diethyl ether three to five times. After the organic layers were admixed, the mixture was dried over anhydrous sodium sulfate. The solution was filtered and thereafter vacuum concentrated. Thus obtained mixture was fractionated on silica gel thin layer chromatography (developing solvent: hexane/ethyl acetate=3/1) to afford a corresponding diester and unreacted optically active 2-hydroxy ester. The results are shown in Table 5. TABLE 5 Yield [percent] ^[a] cc [percent] No.R⁵ R⁶ 5a; 5b 5a; 5b s 29 Et n-Pr 47; 47 97; 89 217 30 Me Me 47; 23 97; 68 119 ^[a] Isolation yieldAs is seen from Table 5, prominently high enantiomeric excess ee and reaction velocity ratio s were exhibited also when a material other than the benzyl ester was used (Entries 29 and 30).The physical properties of the optically active hydroxy esters and the diesters in Table 5 are shown below.(Entry 29)Ethyl (S)-2-hydroxypentanoate¹H NMR (CDCl₃): δ4.19 (dq, J=14.0, 7.0 Hz, 1H, Eta), 4.18 (dq, J=14.0, 7.5 Hz, 1H, Eta), 2.96 (br d, J=3.5 Hz, 1H, OH), 1.75-1.65 (m, 1H, 3-H), 1.62-1.52 (m, 1H, 3-H), 1.48-1.30 (m, 2H, 4-H), 1.24 (dd, J=7.5, 7.0 Hz, 3H, Eta), 0.89 (t, J=7.3 Hz, 3H, 5-H);¹³C NMR (CDCl₃): δ175.3, 70.2, 61.4, 36.4, 17.9, 14.1, 13.6.Ethyl (R)-2-(diphenylacetyloxy)pentanoateHPLC (CHIRALCEL AD-H, i-PrOH/hexane=1/50, flow rate=1.0 mL/min): t_R=15.0 min (1.4percent), t_R=17.5 min (98.6percent);IR (neat): 1745, 1496, 1454, 745, 701 cm^-1;¹H NMR (CDCl₃): δ7.33-7.17 (m, 10H, Ph), 5.08 (s, 1H, 2'-H), 4.98 (dd, J=7.0, 6.0 Hz, 1H, 2-H), 4.12 (dq, J=14.0, 7.5 Hz, 3H, Eta), 4.11 (dq, J=14.0, 7.0 Hz, 3H, Eta), 1.78-1.71 (m, 2H, 3-H), 1.32-1.28 (m, 2H, 4-H), 1.16 (dd, J=7.5, 7.0 Hz, 3H, Eta), 0.81 (t, J=7.5 Hz, 3H, 5-H);¹³C NMR (CDCl₃): δ172.1, 170.1, 138.4, 138.3, 128.7, 128.6, 128.4, 127.3, 127.2, 120.4, 72.9, 61.2, 56.8, 33.0, 18.3, 14.0, 13.5;HR MS: calcd for C₂₁H₂₄O₄Na (M+Na⁺) 363.1567. found 363.1569.(Entry 30)Methyl (S)-lactate¹H NMR (CDCl₃): δ4.24 (q, J=7.0 Hz, 1H, 2-H), 3.72 (s, 3H, MeO), 3.16 (br s, 1H, OH), 1.36 (d, J=7.0 Hz, 3H, 3-H);¹³C NMR (CDCl₃): δ176.0, 66.6, 52.3, 20.2.Methyl (R)-2-(diphenylacetyloxy)propanoateHPLC (CHIRALCEL AD-H, i-PrOH/hexane=1/50, flow rate=0.75 mL/min): t_R=16.4 min (98.3percent), t_R=19.7 min (1.7percent);IR (neat): 1744, 1496, 1454, 748, 699 cm^-1;¹H NMR (CDCl₃): δ7.28-7.20 (m, 8H, Ph), 7.19-7.13 (m, 2H, Ph), 5.07 (q, J=7.0 Hz, 1H, 2-H), 5.03 (s, 1H, 2'-H), 3.60 (s, 3H, MeO), 1.37 (d, J=7.0 Hz, 3H, 3-H);¹³C NMR (CDCl₃): δ171.9, 170.9, 138.3, 138.2, 128.7, 128.63, 128.55, 128.4, 127.3, 127.2, 69.2, 56.6, 52.2, 16.8;HR MS: calcd for C₁₈H₁₈O₄Na (M+Na⁺) 321.1097. found 321.1091.

Reference： [1] Chemistry - A European Journal, 2010, vol. 16, # 1, p. 167 - 172
[2] Patent: US2011/319650, 2011, A1, . Location in patent: Page/Page column 11

2
[ 117-34-0 ]
[ 19444-84-9 ]
[ 1351453-88-7 ]
[ 52079-23-9 ]
[ 19444-84-9 ]

Reference： [1] Organic Letters, 2013, vol. 15, # 6, p. 1170 - 1173

3
[ 117-34-0 ]
[ 1538-75-6 ]
[ 19444-84-9 ]
[ 1351453-88-7 ]
[ 52079-23-9 ]
[ 19444-84-9 ]

Reference： [1] Organic Letters, 2013, vol. 15, # 6, p. 1170 - 1173

Related Products

Historical Records

Related Functional Groups of
[ 117-34-0 ]

Aryls

[ 595-91-5 ]

2,2,2-Triphenylacetic acid

Similarity: 0.97

[ 13491-13-9 ]

(R)-3-Methyl-2-phenylbutanoic acid

Similarity: 0.97

[ 3508-94-9 ]

alpha-Isopropylphenylacetic Acid

Similarity: 0.97

[ 635-51-8 ]

Phenylsuccinic acid

Similarity: 0.97

[ 13490-69-2 ]

(S)-3-Methyl-2-phenylbutanoic acid

Similarity: 0.97

Carboxylic Acids

[ 595-91-5 ]

2,2,2-Triphenylacetic acid

Similarity: 0.97

[ 13491-13-9 ]

(R)-3-Methyl-2-phenylbutanoic acid

Similarity: 0.97

[ 3508-94-9 ]

alpha-Isopropylphenylacetic Acid

Similarity: 0.97

[ 635-51-8 ]

Phenylsuccinic acid

Similarity: 0.97

[ 13490-69-2 ]

(S)-3-Methyl-2-phenylbutanoic acid

Similarity: 0.97

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Yield	Reaction Conditions	Operation in experiment
98.7%		(1) Preparation of methyl 2,2-diphenylacetate To a 500 mL three-opening flask were added 2,2-diphenylacetic acid (20 g, 94 mmol) and 200 mL dichloromethane. After stirring, 1 mL DMF was added. To the mixture was slowly added oxalyl chloride (13.16 g, 104 mmol) dropwisely in an ice bath. The reaction was conducted at 25 C. After the completion of reaction, the mixture was evaporated under reduced pressure to remove oxalyl chloride. To the reaction flask were slowly added dichloromethane (100 mL) and anhydrous methanol (3.61 g, 113 mmol) dropwisely under cooling in an ice bath respectively. The reaction was conducted at 25 C. After the completion of reaction, the reaction solution was washed with a saturated aqueous NaCl solution. The organic phase was dried over sodium sulfate, and filtered by suction. The filtrate was evaporated to dryness to produce methyl 2,2-diphenylacetate (21 g) in a yield of 98.7%.
98.7%	With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 25℃;Cooling with ice;	(1) Preparation of methyl 2,2-diphenylacetate To a 500mL three-opening flask were added 2,2-diphenylacetic acid (20g, 94mmol) and 200mL dichloromethane. After stirring, 1mL DMF was added. To the mixture was slowly added oxalyl chloride (13.16g, 104mmol) dropwisely in an ice bath. The reaction was conducted at 25C. After the completion of reaction, the mixture was evaporated under reduced pressure to remove oxalyl chloride. To the reaction flask were slowly added dichloromethane (100mL) and anhydrous methanol (3.61g, 113mmol) dropwisely under cooling in an ice bath respectively. The reaction was conducted at 25C. After the completion of reaction, the reaction solution was washed with a saturated aqueous NaCl solution. The organic phase was dried over sodium sulfate, and filtered by suction. The filtrate was evaporated to dryness to produce methyl 2,2-diphenylacetate (21 g) in a yield of 98.7 %.
93%	With sulfuric acid;Reflux;	Methyl 2,2-diphenylacetate To a stirred solution of 2,2-diphenylacetic acid (1 gram, 1 equiv) in dry MeOH (50 mL) was added sulfuric acid (0.4 mL) dropwise and heated to reflux. Stirring was then continued for 3 hours. The reaction mixture was then cooled and poured into saturated aqueous NaHCO3 and extracted with EtOAc. The combined organic fractions were dried over Na2SO4, filtered, and concentrated under reduced pressure to yield an oil (1.0 g, 93%) that was not further purified.

Yield	Reaction Conditions	Operation in experiment
99%	With thionyl chloride	4.1 (1) (1) Diphenylacetic acid chloride 21.2 g (0.1 mol) of diphenylacetic acid and 75 ml (about 1 mol) of thionyl chloride are mixed cold. The reaction mixture is heated under reflux for 3 hours and is cooled, the excess thionyl chloride is evaporated and the acid chloride (crystallized at a low temperature, melting point < 50° C.) is collected. 22.9 g of acid chloride (yield about 99%) are thus obtained.
96%	With thionyl chloride In benzene for 2h; Reflux;
90%	With thionyl chloride for 1h; Heating;

86%	With thionyl chloride for 2h; Heating;
85%	With thionyl chloride In toluene for 7.5h; Heating / reflux;	A The preparation of diphenylketene. The preparation of diphenylketene was carried out according to the published procedure starting from diphenylacetic acid. [Taylor, E. C. , et al. , Org Synth CV 6,549.] A. Diphenylacetyl chloride.; A 500 mL, three-necked flask equipped with a dropping funnel and a reflux condenser carrying a calcium chloride drying tube was charged with diphenylacetic acid (50.0 g, 0.236 mol) and anhydrous toluene (150 mL). The mixture was heated under reflux, and thionyl chloride (132 g, 80.1 mL, 1.11 mol) was added dropwise over 30 minutes. Refluxing was continued for 7 additional hours and then the toluene and excess thionyl chloride were removed by distillation under reduced pressure. The residue was dissolved in 150 mL of refluxing, anhydrous hexane. The hot solution was treated with charcoal and filtered, and the filtrate was cooled to 0°C in a sealed flask. The product, which crystallizes as colorless plates was filtered, washed with a little cold hexane, dried at 25°C under vacuum giving diphenylacetyl chloride (46 g, 85%), m. p. 51-52°C.
68%	With Amberlite IRA 93 (PCl₅ form) In dichloromethane for 6h; Heating;
	With thionyl chloride
	With phosphorus(V) chloride
	With phosphorus(V) chloride; trichlorophosphate
	With thionyl chloride
	With oxalyl dichloride In benzene for 3h; Ambient temperature;
	With thionyl chloride In dichloromethane for 12h; Heating; Yield given;
	With oxalyl dichloride In 1,4-dioxane for 3h; Heating;
	With thionyl chloride for 15h;
	With thionyl chloride at 90 - 100℃; for 3h;
	With thionyl chloride for 1h; Heating;
	With oxalyl dichloride; N,N-dimethyl-formamide In benzene for 2h; Ambient temperature;
	With thionyl chloride In toluene for 4h; Heating;
	With thionyl chloride for 2h; Heating;
	With thionyl chloride for 2h; Heating;
	With oxalyl dichloride In dichloromethane at 0 - 20℃;
	With oxalyl dichloride; N,N-dimethyl-formamide In benzene for 18h;
	With oxalyl dichloride
	With thionyl chloride In benzene Heating;
	With thionyl chloride for 0.75h; Heating;
	With thionyl chloride for 0.25h; Heating;
	With thionyl chloride In benzene for 4h; Heating;
	With thionyl chloride In dichloromethane for 1.5h; Heating;
	With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 12h;
	With thionyl chloride In dichloromethane for 1.5h; Heating;
100 % Spectr.	With trichloroacetonitrile; triphenylphosphine In chloroform-d1 at 20℃; for 0.25h;
	With thionyl chloride for 2h; Heating;
	With thionyl chloride; N,N-dimethyl-formamide
	With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;
	With thionyl chloride for 2h; Reflux;
	With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃;
	With thionyl chloride In chloroform
	With thionyl chloride at 20 - 50℃; for 1.5h;
	With trichloroacetonitrile; triphenylphosphine In acetonitrile at 20℃; Inert atmosphere;
	With thionyl chloride at 0℃; Reflux;
	With thionyl chloride for 3h; Reflux;	General procedure: Compound 10 was prepared by a procedure similar to that of Lu and co-workers, and Nagao and co-workers. A solution of octanoic acid (4.43g, 30.74mmol) and thionyl chloride (20mL) was heated under reflux for 3h. The excess thionyl chloride was removed in vacuo and the crude octanoyl chloride taken through to the next step without further purification. A solution of 2 (12.0g, 21.55mmol), triethylamine (4.6mL, 33.3mmol), dimethylaminopyridine (0.26g, 2.16mmol) and crude octanoyl chloride in dimethylformamide (150mL) was then stirred at room temperature for 3h. The mixture was then diluted with ethyl acetate (200mL) and washed with water (200mL). The separated aqueous phase was further extracted with ethyl acetate (2×100mL) and the combined organic phases washed with brine (4×100mL), dried over anhydrous magnesium sulfate, filtered and the solvent removed in vacuo. Purification by flash chromatography (hexane/ethyl acetate 2:1) afforded 10 as an off-white solid (9.92g, 14.66mmol, 68%).
	With thionyl chloride at 80℃; for 6h;
	With oxalyl dichloride; N,N-dimethyl-formamide In chloroform at 20℃; for 1h; Inert atmosphere;
	With thionyl chloride; N,N-dimethyl-formamide In toluene at 0℃; for 3h; Reflux;
	With thionyl chloride Reflux;
	With thionyl chloride Reflux;
	With thionyl chloride Reflux;	5.1.1. N-(3-Bromopropyl)-3,5-dichlorobenzamide (10a) Compound 9a (191 mg, 1 mmol) was refluxed in excess of thionylchloride (3 mL) overnight. Excess of thionyl chloride was evaporatedand the residue was dissolved in CH2Cl2, 3-bromopropylamine hydrobromide (328 mg, 1.5 mmol was addedfollowed by triethylamine (TEA; 0.42 mL, 3 mmol). The reactionmixture was stirred at room temperature. After the reaction wascompleted, the reaction mixture was diluted with CH2Cl2 andsequentially washed with water, 1 N HCl and saturated NaHCO3.The organic layer was dried over MgSO4, filtered and concentrated.The obtained product was purified by column chromatographywith n-hexane/ethyl acetate (EtOAc) = 4:1 to obtain 10a, (236 mg,76%) as white solid.
	With I,I-bischloroiodobenzene; triphenylphosphine In dichloromethane for 0.166667h; Reflux; Inert atmosphere;
	With thionyl chloride at 50 - 60℃;
	With phosphorus trichloride at 50 - 60℃;	In a 250 ml reaction flask, I (20.0 g) was added, stirred, phosphorus trichloride (100 ml) was added, heated to 50-60 ° C, the gas was absrobed from the lye, and reacted for 3-4 h. After completion of the reaction, the organic layer was separated to obtain brown liquid 2,2-diphenylacetyl chloride (formula II).
	Multi-step reaction with 2 steps 1: magnesium(II) sulfate; sulfuric acid / dichloromethane / 20 °C / Inert atmosphere 2: thionyl chloride; lithium hydroxide monohydrate / 20 °C / Sealed tube
	With thionyl chloride In tetrahydrofuran; toluene; benzene Reflux;	4.1.27. N-(2-Chloroethyl)-2,2-diphenylacetamide (18a) Compound 17a (530 mg, 2.49 mmol) was refluxed in excess of thionyl chloride (10 mL) in presence of benzene for overnight. Excess of thionyl chloride and benzene was evaporated and the residue was dissolved in CH2Cl2, 2-chloroethylamine hydrochloride(432 mg, 3.73 mmol) was added followed by triethylamine(TEA; 1 mL, 7.47 mmol). The reaction mixture was stirred at room temperature. After the reaction was completed, the reaction mixture was diluted with CH2Cl2 and sequentially washed with water,1 N HCl and saturated NaHCO3. The organic layer was dried overMgSO4, filtered and concentrated. The obtained product was purified by column chromatography with n-hexane: Ethyl acetate(EtOAc) = 4:1 to obtain 18a (386 mg, 60%) as light yellow liquid.Rf = 0.82 (n-hexane: EtOAc = 1:1). 1H NMR (300 MHz, CDCl3): d7.43-7.33 (m, 11H), 3.73-3.65 (m, 4H).
	In dichloromethane at 20 - 80℃; for 1h;
	With thionyl chloride In benzine for 24h; Inert atmosphere; Reflux;	5.8. General procedure for the synthesis of diphenylacetic acid chloride (18) A solution of diphenylacetic acid 17 (5 g, 23.56 mmol) in benzene (10 mL) was treated by the dropwise addition of SOCl2 (42 g, 0.35 mol, 26 mL) under nitrogen atmosphere. Then the reaction mixture was heated at reflux with stirring for 24 h, cooled to room temperature and stirred for another 24 h. Next, the excess of SOCl2 and benzene were removed under vacuum to obtained desired acid chloride 18 as a colorless oil, which solidified on standing. Diphenylacetic acid chloride (18) was further used without any purification.
	Stage #1: 2,2-diphenylacetic acid With oxalyl dichloride In dichloromethane for 0.333333h; Inert atmosphere; Stage #2: With N,N-dimethyl-formamide In dichloromethane for 2h; Inert atmosphere;
	With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 55℃; for 5h;
	With thionyl chloride In dichloromethane for 6h; Reflux;
	With tungsten hexachloride In dichloromethane-d2 for 18h; Inert atmosphere;
	With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;
	With thionyl chloride at 90℃;
	With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;
	With chlorinating agent In dichloromethane at 0℃;
	With thionyl chloride at 25℃; for 0.5h; Inert atmosphere;
	With thionyl chloride In toluene at 55℃; for 0.5h;
	With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 4h; Inert atmosphere;
	With thionyl chloride In benzene for 12h; Reflux;	Synthesis of 1,2-13C-labeled diphenylacetyl chloride (8) General procedure: According to the literatures,6,7 a solution of 1,2-13C-labeled diphenylacetic acid (7) (7.15 g, 33.4 mmol) and thionyl chloride (5.0 mL, 70 mmol) in dry benzene (5.0 mL) was refluxed for 12 h, and then residual thionyl chloride was removed by distillation under reduced pressures. 1,2-13C-Labeled diphenylacetyl chloride (8) (6.71 g, 28.8 mmol) was obtained as a colorless solid by distillation using a glass tube oven and recrystallization in hexane. 8 was immediately used for the next stage.
	With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 1h;	9.8; 10.1 [0145] 2,2-diphenylacetic acid (37 mg, 0.17 mmol) and DMF (1 drop) were added to dry dichloromethane (10 mL). After cooling to 0 °C, oxalyl chloride (27 mg, 0.21 mmol) was added, stirred at room temperature for 1 hour, and then concentrated under reduced pressure. The residue was dissolved in dichloromethane (2 mL) to obtain a 2,2-diphenylacetyl chloride solution. C283-8 (40 mg, 0.14 mmol) and triethylamine (28 mg, 0.28 mmol) were dissolved in dichloromethane (5 mL) and cooled to 0 °C. The previous 2,2-diphenylacetyl chloride solution was then slowly added. The reaction solution was allowed to react at room temperature for 5 hours. LC-MS indicated that the reaction of the starting materials was complete. Dichloromethane (30 mL) was added, washed with saturated brine (20 mL 3), dried over anhydrous sodium sulfate for 30 min and then filtered. The filtrate was concentrated under reduced pressure to obtain a crude compound. The crude product was subjected to separation by thin layer chromatography (petroleum ether:ethyl acetate=2:1) to obtain Compound C283-9 (30 mg, a colorless oily liquid, yield: 44%). MS m/z (ESI): 470.0 [M+H] +.
	With thionyl chloride at 100℃;
	With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 85℃; Inert atmosphere; Schlenk technique;

Yield	Reaction Conditions	Operation in experiment
92%		In the inert gas N2 atmosphere, after dehydration and deoxidation treatment to the reaction bottle after adding diphenyl acetic acid (105.8 mg, 0.5 mmol, gun for adding [...] borane (289 mul, 2 mmol), reacting at room temperature 12 hours, the reaction out of the glove box, in order to have three methoxybenzene (83.84 mg, 0.5 mmol) as the internal standard, CDCl3 for dissolving, stirring 10 minutes, sampling, with nuclear magnetic resonance. Calculated 1 H and the yield is 99%. The product of nuclear magnetic data: The residue is added to the sample in 1 g silica gel, in order to 3 ml methanol as a solvent, 50 C lower reaction 3 h, the borate further hydrolysis alcohol, after the reaction, extracted with ethyl acetate three times, the combined organic layer, dried with anhydrous sodium sulfate, the solvent is removed under reduced pressure, through the silica gel (100 - 200 mesh) column chromatography purification, ethyl acetate/hexane (1:5) mixture as the eluent, to obtain the pure primary alcohol, separation and the yield is 92%.
86%	With 1,1,3,3-Tetramethyldisiloxane; copper(II) bis(trifluoromethanesulfonate); In toluene; at 80℃; for 16h;sealed tube;	General procedure: In a sealed tube, 29 mg Cu(OTf)2 (0.08 mmol, 8 mol %) and 0.7 mL TMDS (537 mg, 4 mmol, 8 Si-H mol/mol substrate) were introduced to a solution of aliphatic carboxylic acid (1 mmol) in 1.5 mL toluene. After stirring 16 h at 80 C, the reaction mixture was cooled to room temperature and quenched with 4 mL H2O. The organic layer was extracted with CH2Cl2, dried with anhydrous MgSO4, and evaporated under reduced pressure. The crude was purified by silica gel column chromatography to obtain the alcohol.

[ CAS No. 117-34-0 ]

Quality Control of [ 117-34-0 ]

Related Doc. of [ 117-34-0 ]

Product Details of [ 117-34-0 ]