4-CYCLOPROPYL-BENZOIC ACID Chemical Properties

Melting point:

221-224°C

Boiling point:

305.8±21.0 °C(Predicted)

Density 

1.248±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

4.41±0.10(Predicted)

color 

Off-white

Safety Information

HS Code 

2916399090

4-CYCLOPROPYL-BENZOIC ACID Usage And Synthesis

Uses

4-Cyclopropylbenzoic Acid in a component in the perpetration of Bruton''s Tyrosine Kinase Inhibitors.

Synthesis

Example 8 Synthesis of 4-(2-guanidinothiazol-4-yl)phenyl 4-cyclopropyl benzoate (13f) Procedure:(a) Preparation of 4-cyclopropyl benzoate. Coumaric acid (2.63 g, 18.74 mmol) was mixed with cyclopropyl acetylene (1.24 g, 18.74 mmol) in diethylene glycol dimethyl ether and the reaction mixture was refluxed for 36 hours. After completion of the reaction, it was cooled to room temperature and the solvent was removed by distillation under reduced pressure. The resulting crude product was recrystallized in ethanol (EtOH) to give 1.26 g of 4-cyclopropylbenzoic acid in 42% yield. The product was characterized as follows: 1HNMR (DMSO-d6): δ7.81 (d, J=8.4 Hz, 2H), 7.16 (d, J=8.4 Hz, 2H), 1.97 (sept, J=5.1 Hz, 1H), 1.01 (m, 2H), 0.74 (m, 2H). 13CNMR (DMSO-d6): δ167.24 ,149.51,129.32,127.65,125.19,15.25,10.37.

References

[1] Patent: WO2009/146013, 2009, A1. Location in patent: Page/Page column 61

4-CYCLOPROPYL-BENZOIC ACID(1798-82-9)Related Product Information

• 4-(2,2-DIMETHYL-CYCLOPROPYL)-BENZOIC ACID
• 4-(1-METHYL-CYCLOPROPYL)-BENZOIC ACID
• 2-[2-(Methoxycarbonyl)cyclopropyl]benzoic acid methyl ester
• 4-(2,2-DICHLORO-CYCLOPROPYL)-BENZOIC ACID
• METHYL 4-CYCLOPROPYLBENZOATE
• METHYL 4-(2-CHLOROCYCLOPROPYL)BENZOATE
• 4-CYCLOPROPYL-BENZOIC ACID
• 4-(1-AMINOCYCLOPROPYL)BENZOIC ACID