Methanol → HCID 11254610, compound

Participants

Reaction Steps

A solution of 2-(3′-benzoyl-2′-acetoxyphenyl)propionic acid (1) (6.2 g) in methanol (35 ml) was added wish concentrated H2SO4 (0.3 ml). The mixture was stirred at room temperature for 15 hours until disappearance (1) and of the reaction intermediates. The solvent was evaporated off under vacuum and the residue was dissolved in ethyl acetate (30 ml) and washed with water. The organic layer was treated with a NaOH solution (100 ml), and the basic phase was acidified with 4N HCl and extracted with ethyl acetate (2×25 ml). The collected organic layers were washed with brine, dried over Na2SO4 and evaporated under vacuum. The crude product (4.3 g) was dissolved in isopropyl ether (5 ml) and the slightly yellow precipitate was filtered. n-Hexane (25 ml) was added to the residue and the mixture was stirred overnight. After filtration, 3.2 g of (2) were obtained (0.11 mol; 70% yield starting from 4) as a whitish solid (melting point 108-111° C.).

Provenance & Evidence