Water → HCID 19366859, compound

Participants

Reaction Steps

Part C: To a solution of 5.0 g (15 mmol) of methyl 3-[(4-methoxyphenyl)sulfonyl]-3-phenylpropanoic acid, from Part B in 60 mL of anhydrous THF at zero° C. under nitrogen, was added 16.4 mL (0.6 g, 15 mmol) of a 1.0 M solution of lithium aluminum hydride in THF. After 2 hours, the reaction mixture was cooled to zero° C. and 1.2 mL of water was added, followed by 1.2 mL of 2.5 N sodium hydroxide solution and 3.6 mL of water, the reaction was filtered, the filtrate concentrated in vacuo, ethyl acetate and 5% citric acid solution were added, the organic layer was separated and washed with saturated sodium bicarbonate solution and brine, dried with magnesium sulfate, filtered and concentrated to afford 3.9 grams of pure 3-[(4-methoxyphenyl)sulfonyl]-3-phenylpropan-1-ol, m/z=313 (M+Li).

Provenance & Evidence