Imidazole → HCID 22345608, compound

Participants

Reaction Steps

19 g (84.8 mmol) of dimethyl 4-hydroxymethylphthalate are placed in 250 ml of dimethylformamide in a round-bottomed flask and under a stream of nitrogen. 14 g (93 mmol) of tert-butyldimethylsilyl chloride and 8 g (118 mmol) of imidazole are added. The reaction medium is stirred for 3 hours at room temperature, it is then concentrated and the residue is dissolved in ether and then filtered. The filtrate is evaporated and the product is purified by chromatography on a column of silica eluted with a mixture of heptane and ethyl acetate (50/50) to give 23.7 g (83%) of the expected product in the form of a yellow oil.

Provenance & Evidence