[ CAS No. 2051-95-8 ]

Name: 2051-95-8|3-Benzoylpropionicacid|95%
Brand: Ambeed
SKU: A111625
Price: 7.0 USD
Availability: InStock
Rating: 95 (29 reviews)

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

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

DV 2D 3D

3d Animation Molecule Structure of 2051-95-8

Structure of 2051-95-8 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 88K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 2051-95-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 2051-95-8 ]

SDS

Alternatived Products of [ 2051-95-8 ]

Product Details of [ 2051-95-8 ]

CAS No. :	2051-95-8	MDL No. :	MFCD00002792
Formula :	C₁₀H₁₀O₃	Boiling Point :	359.7°C at 760 mmHg
Linear Structure Formula :	-	InChI Key :	-
M.W :	178.19 g/mol	Pubchem ID :	72871
Synonyms :

Calculated chemistry of of [ 2051-95-8 ]

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.2
Num. rotatable bonds :	4
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	48.02
TPSA :	54.37 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) :	-6.46 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.32
Log Po/w (XLOGP3) :	1.3
Log Po/w (WLOGP) :	1.73
Log Po/w (MLOGP) :	1.32
Log Po/w (SILICOS-IT) :	1.78
Consensus Log Po/w :	1.49

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-1.84
Solubility :	2.57 mg/ml ; 0.0144 mol/l
Class :	Very soluble
Log S (Ali) :	-2.04
Solubility :	1.62 mg/ml ; 0.00908 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.53
Solubility :	0.53 mg/ml ; 0.00297 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.14

Safety of [ 2051-95-8 ]

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 [ 2051-95-8 ]

* 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 [ 2051-95-8 ]
Downstream synthetic route of [ 2051-95-8 ]

[ 2051-95-8 ] Synthesis Path-Upstream 1~8

1
[ 2051-95-8 ]
[ 20375-65-9 ]

Reference： [1] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1986, vol. 22, # 7, p. 763 - 770[2] Khimiya Geterotsiklicheskikh Soedinenii, 1986, vol. 22, # 7, p. 951 - 958
[3] Journal of Heterocyclic Chemistry, 1983, vol. 20, # 6, p. 1473 - 1476
[4] Acta Poloniae Pharmaceutica - Drug Research, 2010, vol. 67, # 5, p. 555 - 562

2
[ 2051-95-8 ]
[ 2166-31-6 ]

Reference： [1] Synthetic Communications, 2001, vol. 31, # 5, p. 645 - 651
[2] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1986, vol. 22, # 7, p. 763 - 770[3] Khimiya Geterotsiklicheskikh Soedinenii, 1986, vol. 22, # 7, p. 951 - 958
[4] Journal of Heterocyclic Chemistry, 1983, vol. 20, # 6, p. 1473 - 1476
[5] Chinese Chemical Letters, 2011, vol. 22, # 12, p. 1435 - 1438

3
[ 75-07-0 ]
[ 2051-95-8 ]
[ 101563-78-4 ]

Reference： [1] Journal of Organic Chemistry, 1959, vol. 24, p. 586,588
[2] Journal fuer Praktische Chemie (Leipzig), 1985, vol. 327, # 4, p. 536 - 542

4
[ 2051-95-8 ]
[ 4662-03-7 ]

Reference： [1] Journal of Medicinal Chemistry, 1993, vol. 36, # 20, p. 2908 - 2920

5
[ 1066-33-7 ]
[ 2051-95-8 ]
[ 30741-72-1 ]

Reference： [1] Patent: WO2004/11448, 2004, A1, . Location in patent: Page 75

6
[ 2051-95-8 ]
[ 88611-67-0 ]

Reference： [1] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 18, p. 5539 - 5552

7
[ 2051-95-8 ]
[ 583-53-9 ]

Reference： [1] Organic and Biomolecular Chemistry, 2011, vol. 9, # 15, p. 5431 - 5435

8
[ 108-30-5 ]
[ 108-86-1 ]
[ 6340-79-0 ]
[ 2051-95-8 ]

Reference： [1] Journal of Organic Chemistry, 1992, vol. 57, # 1, p. 366 - 370

Related Products

Historical Records

Related Functional Groups of
[ 2051-95-8 ]

Carboxylic Acids

[ 22071-22-3 ]

2-(3-Benzoylphenyl)acetic acid

Similarity: 0.95

[ 34841-47-9 ]

2-(4-Formylphenyl)acetic acid

Similarity: 0.86

[ 34956-29-1 ]

2-(3-Formylphenyl)acetic acid

Similarity: 0.86

[ 42797-18-2 ]

o-(4-Biphenylylcarbonyl)benzoic acid

Similarity: 0.85

[ 56461-20-2 ]

1-Oxo-2,3-dihydro-1H-indene-4-carboxylic acid

Similarity: 0.85

Aryls

[ 22071-22-3 ]

2-(3-Benzoylphenyl)acetic acid

Similarity: 0.95

[ 7063-21-0 ]

Sodium 3-oxo-3-phenylpropanoate

Similarity: 0.92

[ 34841-47-9 ]

2-(4-Formylphenyl)acetic acid

Similarity: 0.86

[ 34956-29-1 ]

2-(3-Formylphenyl)acetic acid

Similarity: 0.86

[ 42797-18-2 ]

o-(4-Biphenylylcarbonyl)benzoic acid

Similarity: 0.85

Ketones

[ 22071-22-3 ]

2-(3-Benzoylphenyl)acetic acid

Similarity: 0.95

[ 7063-21-0 ]

Sodium 3-oxo-3-phenylpropanoate

Similarity: 0.92

[ 42797-18-2 ]

o-(4-Biphenylylcarbonyl)benzoic acid

Similarity: 0.85

[ 56461-20-2 ]

1-Oxo-2,3-dihydro-1H-indene-4-carboxylic acid

Similarity: 0.85

[ 200404-35-9 ]

Methyl 3-oxo-3-(m-tolyl)propanoate

Similarity: 0.85

Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
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

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
99.6%	With aluminum (III) chloride; at 35 - 80℃; for 3h;	Step 1, in a 250m1 round bottom flask, sequentially add 10g of succinic anhydride, 62g of benzene, 5g of aluminum trichloride and 15g of CsPW/CNT catalyst, and mix well by mechanical stirring, at this time the system temperature is 35 C;Step 2, heating to 80 C, the system gradually changed from orange to crimson, the lye absorbed a large amount of hydrogen chloride gas released, and the temperature was refluxed for 3 h;Step 3, after the end of the reaction, first cooled to room temperature, and then slowly add about 100m13M hydrochloric acid solution to the system, and then a solid is produced;Step 4. The solid was dissolved in about 60 ml of dichloromethane, and the phases were distinct, and the organic layer was milky white. The organic layer was washed twice with brine, and then dichloromethane was evaporated to afford white crystals.
84%	With aluminum (III) chloride; In benzene; for 0.75h;Reflux;	AlCl3 (66 g, 0.5 mol) and succinic anhydride (20 g, 0.2 mol) were added to anhydrous benzene (100 mL). The mixture was heated to reflux for 45 min. When cooled to room temperature, 100 mL ice water was slowly added dropwise under ice bath. The excess benzene was evaporated under atmospheric pressure, and then the residue was added activated carbon and filtered. The filtrate was acidified and the resulting precipitate was filtered to give the crude product, which was recrystallized with 30% ethanol to get product 25 (30 g, 84%) as colorless acicular crystal. Mp: 117-119 C (lit.
75%	With aluminum (III) chloride; for 4h;Reflux;	To a solution of succinic anhydride (0.1 mole) in benzene (50 mL), anhydrous aluminium chloride(0.125 mole) was added in small portions with stirring over a period of 2 hours. The reaction mixture was refluxed for 2 hours. After completion of the reaction, excess of benzene was removed by steam distillation. The reaction mixture was dissolved in sodium hydroxide solution, filtered, and hydrochloric acid was added to it. The solid mass obtained was filtered, washed with cold water, dried and recrystallized from methanol to give a colorless productwhich gave effervescence with sodium bicarbonate solution23-25.

		General procedure: To liquid aromatic hydrocarbon (30 ml), anhydrous aluminum chloride (16.6 g, 0.125 mol) was added. Nitrobenzene (30 ml) was used as solvent in case of solid aromatic hydrocarbons. The mixture was stirred using a magnetic stirrer at room temperature for 30 min. To this, succinic anhydride (5 g, 0.05 mol) was added in five portions with continuous stirring. Vigorous reaction started with the evolution of HCl gas. Stirring was continued for another 6 h at room temperature. The mixture was left at room temperature for 48 h and then decomposed by adding ice-cold hydrochloric acid (50%, 100 ml). The excess solvent was removed by steam distillation. The solid precipitated out was treated with aqueous saturated sodium bicarbonate solution and filtered. Filtrate was acidified with dilute HCl (4% v/v) to give a precipitate. It was filtered and residue was washed with cold water, dried and crystallized from the appropriate solvent to give 1a-p.
	With aluminum (III) chloride; for 6h;	General procedure: Succinic anhydride (10 g, 10 mmol) was treated with differentaryl derivatives (17 g, 10 mmol) in the presence of anhydrous aluminum chloride (15 g, 11.25 mmol). The reaction mixture was stirred for 6 h. The desired product was purified by dissolving in 5 % sodium hydroxide solution and filtered. Dilute hydrochloric acid was added to mother liquor to precipitate the product. The solid mass so obtained was filtered, washed with cold water, dried and crystallized from acetone to give 8.6 g of the desired compound as a colorless solid.
		General procedure: After suspending anhydrous aluminum chloride (0.15 mol) in dry benzene (50 mL) under anhydrous conditions, the mixture was refluxed on a water bath. Succinic anhydride (0.10 mol) was then added to the reaction mixture in small portions with continuous stirring. Stirring and heating were continued for 6 h. The reaction mixture was left overnight at room temperature and then made acidic by addition of an ice cold solution of concentrated hydrochloric acid (2.5% v/v). The mixture was concentrated to a small volume by heating on a water bath. The separated precipitate was filtered. It was purified by dissolving in 5% w/v sodium bicarbonate solution, followed by extraction with ether. The aqueous layer on acidification with dilute hydrochloric acid gave benzoyl propionic acid. It was crystallized from aqueous ethanol to give a colorless compound [34, 34].
	With aluminum (III) chloride; In dichloromethane;Inert atmosphere;	General procedure: To an oven dried 250 mL round bottom flask containing succinic anhydride (3.00 g, 30.0 mmol) and the aromatic compound (1.1 equiv) in DCM (100 mL) was added aluminum chloride (2.2 equiv) portion-wise at room temperature in an atmosphere of argon over 5 minutes and allowed to stir until completion of reaction. The reaction was cooled at 0 C and quenched by carefully addition of aqueous solution of 1N HCl, extracted with THF and ethyl acetate (1:1) (2 x 200 mL), the organic layer dried under Na2SO4 and concentrated to give the product as a solid that was subsequently washed with hexanes and vacuum filtered to afford the crude product S1 used in the next step without further purification.
	With aluminum (III) chloride; In dichloromethane; at 20℃; for 6.5h;Cooling with ice;	25 mmol of benzene was dissolved in 30 mL of dichloromethane,25 mmol succinic anhydride was added,Ice water bath stirring conditions,In batches within 30min37.5 mmol of anhydrous AlCl3 was added,Followed by reaction at room temperature for 6 hours.After the reaction,Add ice hydrochloric acid quenching,Stir for ten minutes,Filter,Recrystallization from an appropriate 70% ethanol solution,Dried to give 4-phenyl-4-oxobutyric acid.
	With aluminum (III) chloride;	General procedure: The synthesis of compound PDP-6 was performed in a two steps. In the first step, anhydrous aluminium chloride (0.125 M) was reacted with a solution of succinic anhydride (0.1 M) prepared in benzene(50 mL) to produce 3-benzoylpropionic acid which was purified by recrystallization with methanol. In the second step, 3-benzoylpropionicacid (0.01 M) was reacted with a solution of hydrazine hydrate(0.015M) in ethanol to produce PDP-6 which was purified by recrystallization with ethanol. The detail procedure about synthesis of various pyridazinone derivatives including PDP-6 is presented in our previously published article [1]. The scheme for the synthesis of PDP-6 in two different steps is given in Supplementary Fig. 1 (Fig. S1).
	With aluminum (III) chloride;	The 4-oxo-4-phenyl butanoic acid is synthesized by the Friedel-Craft?s reaction between succinic anhydride and benzene in the presence of anhydrous aluminium chloride [12].
		Preparation of 4- oxo-4-(substituted phenyl) butanoic acids (2). These Compounds were synthesizedaccording to reports [26,27]. Succinic anhydride (1 equiv, 25 mmol) in 30 mL CH2Cl2 reactedwith substituted benzenes (1, 25 mmol) under stirring for 0.5 h in ice-water bath, then anhydrousaluminum chloride (37.5 mmol) was added to the CH2Cl2 solution (Scheme 1). The reaction was thenkept on room temperature for 6 h. After the reaction was stopped, icy aqueous hydrochloric acidsolution (0.1 mol/L, 10 mL) was drop to resultant solution under stirring for 10 min. Organic phasesolution was evaporated to give crude product. The crude product was further purified by crystallizationrepeatedly with 70% ethanol solution to afford 4-oxo-4-phenylbutanoic acid (2A) and4-oxo-4-(p-tolyl)butanoic acid (2B) [26], 4-(4-Methoxyphenyl)-4-oxobutanoic acid (2C) and 4-(4-Chlorophenyl)-4-oxobutanoic acid (2D).
	With aluminum (III) chloride; for 4h;Reflux;	To a solution of succinic anhydride (0.1 moles) in benzene (50 mL), anhydrous aluminium chloride (0.125 moles) was added in small portions with stirring over a period of 2 hours. The reaction mixture was refluxed for 2 hours. After completion of the reaction, the excess of benzene was removed by steam distillation. The reaction mixture was dissolved in sodium hydroxide solution, filtered, and hydrochloric acid was added to it. The solid mass obtained was filtered, washed with cold water, dried and recrystallized from methanol to obtain the title compound having a melting point of 1 l3C to 1 l6C.

Yield	Reaction Conditions	Operation in experiment
88%	With potassium hydroxide; In ethanol; at 20℃; for 48h;Heating / reflux;	A stirred suspension of isatin (5.Og, 22mmole) in EtOH (150ml) was treated portionwise with KOH (4.93g, deltadeltammole) and maintained at room temperature until solution was complete, then 3-benzoylpropionic acid (3.94g, 22mmole) was added and the mixture heated at reflux for 48hrs. The cooled mixture was concentrated under vacuum and the residue acidified to pH 3-4 with 5M HCI acid and the precipitate filtered off, washed with water and DCM, then dried to afford the title compound as a light brown solid (6.Og, 88%);1HNMR (400MHz, d6DMSO): 63.76 (2H, s), 7.46 - 7.56 (5H, m), 7.71 (1H, t), 7.84 (1H, t), 7.95 (1 H, d), 8.07 (1 H, d); m/z (APCI): 308.1 [M+H]+.
81%	With sodium hydroxide; at 90℃; for 18h;	Adding a 0.5% sodium hydroxide solution having a mass concentration of 33% to the reaction flask,Add 0.1mol to the stirring isatin and 0.1mol3-(benzoyl)propionic acid,Then the temperature was raised to 90 C and refluxed for 18 h.The end point of the reaction was monitored by thin layer chromatography.The reaction was cooled to room temperature.Pour the reactants into water 10 times the volume of the reactants.Adjust the pH to 1.3 with concentrated hydrochloric acid.There is a lot of solid precipitation,Filtered and dried,A yellow solid powder of 2-phenyl-3-carboxymethyl-quinoline-4-carboxylic acid having the molecular formula: C18H13NO4, molecular weight 307, yield 75-81%.

Yield	Reaction Conditions	Operation in experiment
87%	With acetyl chloride; at 20℃; for 1h;	To 3-benzoylpropionic acid (15 g, 0.084 mol), acetyl chloride (150 mL, 2.1 mol) was added and the mixture was stirred at room temperature for 1 h. The acetyl chloride excess was removed in vacuo. Recrystallization of the residue from diethyl ether afforded 5-phenylfuran-2(3H)-one, light yellow powder, m.p. 86-88 C (cf. Ref. 23: 88-89 C), yield 11.7 g (87%). 1H NMR (CDCl3), delta: 3.42 (d, 2 H, CH2, J = 2.3 Hz); 5.79 (m, 1 H, CH); 7.38-7.47 (m, 3 H, m-Ph, p-Ph); 7.58-7.63 (m, 2 H, o-Ph).
43%	With acetic anhydride; at 90℃; for 5h;	[0095] The compound 10 was synthesized in accordance with the following scheme. [C00004] [00004] [0096] Namely, 1.80 g (10.1 mmol) of 3-benzoylpropionic acid (11) was heated at 90 C. for 5 hours in 10 ml of acetic anhydride. After removing the solvent, the reaction mixture was purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to obtain 705 mg (43%) of a lactone body 12.

[ CAS No. 2051-95-8 ]

Quality Control of [ 2051-95-8 ]

Related Doc. of [ 2051-95-8 ]

Product Details of [ 2051-95-8 ]