3-(CYANOMETHYL)BENZOIC ACID Chemical Properties

Melting point:

175-176℃ (ethanol, 25% )

Boiling point:

371.6±25.0 °C(Predicted)

Density 

1.257±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO, Methanol (Slightly)

form 

Solid

pka

4.04±0.10(Predicted)

color 

White

Safety Information

HS Code 

2926907090

3-(CYANOMETHYL)BENZOIC ACID Usage And Synthesis

Uses

3-(Cyanomethyl)benzoic Acid (Ketoprofen EP Impurity H) is a reagent used in the synthesis of various pharmaceutically important compounds, such as its use in the synthesis of neprilysin inhibitors.

Uses

3-(Cyanomethyl)benzoic Acid is a reagent used in the synthesis of various pharmaceutically important compounds, such as its use in the synthesis of neprilysin inhibitors.

Synthesis

Lithium hydroxide (493 mg, 11.7 mmol) was added to a stirred mixed solution of methyl 3-(cyanomethyl)benzoate (1.029 g, 5.87 mmol) in THF (10 ml) and water (0.5 ml) at room temperature. The reaction mixture was stirred continuously at 50 °C overnight. After completion of the reaction, the solvent was removed by evaporation and the residue was partitioned between water and ether. The aqueous phase was extracted three times with ether. Subsequently, the aqueous phase was acidified to acidity with concentrated hydrochloric acid and again extracted three times with ether. All organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 745 mg (79% yield) of 3-cyanomethylbenzoic acid. The product was characterized by 1H NMR (DMSO-D6): δ 13.11 (1H, s), 7.95 (1H, s), 7.90 (1H, d, J = 7.6 Hz), 7.60 (1H, m), 7.53 (1H, t, J = 7.6 Hz), 4.14 (2H, s); MS (ESI) m/z 160 (M-1).

References

[1] Patent: WO2004/96781, 2004, A1. Location in patent: Page 80

3-(CYANOMETHYL)BENZOIC ACID(5689-33-8)Related Product Information

• 3-BENZOYLPHENYLACETIC ACID
• 3-ACETYLBENZOPHENONE
• Ketoprofen
• KETOPROFEN TROMETHAMINE AMIDE
• rac-4'-Methyl Ketoprofen
• Ketoprofen EP IMpurity C
• QISHTWCSIVFJBU-UHFFFAOYSA-N
• Ketoprofen Impurity 15
• Benzeneacetic acid, 3-benzoyl-a-Methyl-, ethyl ester
• (S)-(+)-Ketoprofen
• 3-Benzoylphenylacetonitrile
• rac Ketoprofen AMide
• CQBNHIWRSOGPEM-UHFFFAOYSA-N
• 2-(3-Benzoylphenyl)propionitrile
• m-(1-Cyanoethyl)benzoic acid
• Ketoprofen EP Impurity J
• Methyl 4-(cyanomethyl)benzoate
• 3-(1-CYANOETHYL)BENZOIC ACID