Tetrahydrofuran → HCID 11830959, compound

Participants

Reaction Steps

To a stirred solution of 4-formyl-benzoic acid (10.0 g, 66.7 mmol) in THF (140 ml) was added carboethoxytriphenylphosphorane (25.0 g, 71.8 mmol). To this solution was added NaOH (2.50 g, 66.7 mmol) as a solution in water (20 ml). The reaction was stirred at rt overnight. The reaction mixture was diluted with water (50 ml) and extracted with EtOAc (3×50 ml). The combined extracts were dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography (SiO2, 5% MeOH/CH2Cl2) to give the desired compound as a white solid (11.68 g, 53.1 mmol, 80% yield).

Provenance & Evidence