Hydrazine hydrate (1:1) → HCID 19609556, compound

Participants

Reaction Steps

Hydrazine monohydrate (16 mL, 324 mmol) is added to a room temperature solution of methyl 3-[[3,5-bis-(1,1-dimethylethyl)-4-hydroxyphenyl]thio]propanoate (3.5 g, 10.8 mMol) in methanol (110 mL). The reaction mixture is heated at reflux for 2 hours, then cooled, diluted with ethyl acetate and washed six times with water and once with brine. Drying the organic phase over magnesium sulfate and evaporation provides a crude solid which is chromatographed on a column of silica with methanol/chloroform (5/95) to afford 2.4 g (64%) of 3-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]propanoic acid hydrazide, mp 107.0°-110.0° C.

Provenance & Evidence