Tetrahydrofuran → HCID 18357901, compound

Participants

Reaction Steps

12.3 g (52 mmol) of 3,5-di-tert-butyl-4-hydroxybenzaldehyde and 100 ml of THF are introduced into a round-bottomed flask. 10 ml (58 mmol) of diisopropylethylamine and 10.3 ml (58 mmol) of 2-trimethylsilylethoxymethane chloride are added successively and the mixture is refluxed for three hours. 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 purified by chromatography on a column of silica eluted with a mixture of ethyl acetate and hexane (3/97% by volume). After evaporation of the solvents, 15.6 g (82%) of the expected product are collected in the form of a colourless oil.

Provenance & Evidence