3,4,5-Trimethoxybenzaldehyde → HCID 11727465, compound

Participants

Reaction Steps

3,4,5-Trimethoxybenzaldehyde (50 g) is dissolved in acetonitrile (prepared by distillation with phosphorus pentoxide) (250 ml). To this solution are added potassium cyanide (24.9 g), zinc (II) iodide (8.1 g) and tert.-butyldimethylsilyl chloride (46.1 g) and the mixture is stirred at room temperature overnight. Acetonitrile is distilled off from the reaction mixture and to the residue is added diethyl ether and the insoluble materials are filtered off. The filtrate is washed with water, dried and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography [solvent: n-hexane/ethyl acetate (3:1)] and crystallized from a mixture of n-hexane and isopropyl ether to give (3,4,5-trimethoxyphenyl)(tert.-butyldimethylsilyloxy)acetonitrile (67 g) as colorless crystal.

Provenance & Evidence