Triethylamine → HCID 66718159, compound

Participants

Reaction Steps

To a stirred solution of 3-phenyl-5-((E)-styryl)-isoxazole-4-carboxylic acid (2.0 g, 6.9 mmol) in THF (50 mL) was added triethylamine (0.95 mL, 6.9 mmol). Then at room temperature ethyl chloroformate (0.65 mL, 6.9 mmol) was added dropwise. After 30 min the precipitated salt was filtered and washed with a small amount of THF. The filtrate was added to a solution of sodium borohydride (0.65 g, 17.1 mmol) in water (20 mL) at 5° C. After stirring for 1 h at 5° C. aqueous sodium hydroxide (2 M, 40 mL) was added. Extraction with ethyl acetate, drying over sodium sulfate, filtering and concentration afforded the title compound as a white solid (1.89 g, 99%). MS: m/e=278.1 [M+H]+.

Provenance & Evidence