4-Carbamoyl-3-(2-trifluoromethylphenyl)butanoic acid → 5-Hydroxy-3-(2-trifluoromethylphenyl)pentanoic acid amide

Participants

Reaction Steps

4-Carbamoyl-3-(2-trifluoromethylphenyl)butanoic acid (646 mg) was dissolved in methylene chloride (32 mL), and a diborane-tetrahydrofuran solution (7.12 mL) was added at 0° C. After stirring at room temperature for two hours, the reaction solution was cooled to 0° C. The reaction was terminated with 1 N hydrochloric acid, followed by dilution with ethyl acetate. The organic layer was washed with 1 N sodium hydroxide and brine and dried over magnesium sulfate. Concentration under reduced pressure gave a crude product (388 mg) which was used for the next reaction without purification.

Provenance & Evidence