Sodium Hydroxide → HCID 53943264, compound

Participants

Reaction Steps

A mixture of ethyl 3-[3-[2-(4,5-diphenyl-2-oxazolyl)ethyl]phenyl]-2-propenoate (1.50 g, 3.5 mmol), 3N sodium hydroxide solution (3.5 mL) and methanol (100 mL) was heated on a steam bath. After 25 minutes the mixture was cooled, concentrated, diluted with water and made pH=1 with dilute hydrochloric acid solution. The mixture was extracted three times with CH2Cl2. The combined extracts were washed with saturated NaCl solution, dried over sodium sulfate and the solvent evaporated. The residual oil was chromatographed on a column of silica gel using a mixture of chloroform and methanol (9:1) as eluent to give 3-[3-[2-(4,5-diphenyl-2-oxazolyl)ethyl]phenyl]-2-propenoic acid (1.40 g, 100%) as the hydrated hexane solvate after recrystallization from a mixture of hexanes and CH2Cl2 (3:1), mp 114°-115° C.

Provenance & Evidence