Methanol → HCID 9820463, compound

Participants

Reaction Steps

756 mg (2 mmol) of 4-[3-(3,5-di-tert-butyl-4oxo-2,5-cyclohexadien-1-ylidene)-1-propynyl]benzoic acid and 50 ml of a mixture (50/50) of THF and methanol are introduced into a three-necked flask. 152 mg (4 mmol) of sodium borohydride are added at 0° C. and the mixture is allowed to return to room temperature. The reaction medium is poured into water and extracted with ethyl ether, and the organic phase is separated out after settling has taken place, dried over magnesium sulphate and evaporated. The residue obtained is triturated from refluxing heptane, filtered and dried. 510 mg (64%) of 4-[3-(3,5-Di-tert-butyl-4-hydroxyphenyl)-1-propynyl]benzoic acid are collected, with a melting point of 198-9° C.

Provenance & Evidence