Water → HCID 22594215, compound

Participants

Reaction Steps

To a suspension of lithium aluminum hydride (2.15 g, 56.9 mmol) and diethyl ether (150 mL) at 0° C. a solution of 4-(3-fluoro-benzyloxy)-phthalic acid bis-(3-fluoro-benzyl) ester (13.1 g, 25.9 mmol) in diethyl ether (150 mL) was added over 1 h. After a further 1.5 h water (100 mL) and sulfuric acid (2 M, 100 mL) was added and the resulting mixture was extracted with diethyl ether (2×100 mL). The combined extracts were then dried over sodium sulfate, filtered and evaporated to leave a clear oil which was purified by chromatography (SiO2, hexane:ethyl acetate 1:1 to 2:3) to afford the title product (5.1 g, 76%) as a white solid. MS m/e=260.6 (M+H+).

Provenance & Evidence