Chemical Properties
Off-White Solid
Uses
2-Propoxybenzoic Acid is a salicylic acid derivative used in the preparation of inhibitors of tyrosinase or hyaluronidase. 2-Propoxybenzoic Acid is a very potent inhibitior of collagen-induced aggregation of human platelets
Synthesis
General procedure for the synthesis of 2-propoxybenzoic acid (PBA) from compound (CAS: 92156-43-9): potassium tert-butoxide (about 11 mmol) was added to a dimethyl sulfoxide (DMSO) solution of compound C (about 9 mmol) and the reaction temperature was maintained at about 0 °C. The reaction mixture was stirred at 0 °C for about 30 minutes, followed by warming up to room temperature (about 25 °C - 30 °C) and continued stirring for 2-3 hours. Upon completion of the reaction, the reaction was quenched with ice water and then extracted with dichloromethane (DCM). The organic layers were combined and dried over anhydrous sodium sulfate (Na2SO4) and subsequently concentrated under reduced pressure. The resulting crude product was purified by recrystallization using ethanol as solvent to afford the target product 2-propoxybenzoic acid (D) with 95% purity.
References
[1] Patent: WO2013/160885, 2013, A1. Location in patent: Page/Page column 16
[2] Patent: US2006/167107, 2006, A1. Location in patent: Page/Page column 4