1,2,3-Trimethoxybenzene → HCID 20368063, compound

Participants

Reaction Steps

A mixture of 1.0 g. of 4-bromomethyl-isoxazole, 0.816 g. of zinc chloride and 4 g. of 1,2,3-trimethoxybenzene was heated with stirring at 60° for 3 hours. At the end of this period, thin layer chromatography analysis showed the absence of starting 4-bromomethylisoxazole. The reaction was allowed to cool, diluted with 20 ml. of ether and made basic with a 5% solution of aqueous sodium bicarbonate. The aqueous layer was separated, extracted with 3 × 100 ml. of ether, and the ether extracts combined with the organic layer and dried (sodium sulfate). The solvent was removed under reduced pressure, and the desired products, 4-(3,4,5-trimethoxybenzyl)-isoxazole and 4-(2,3,4-trimethoxybenzyl)-isoxazole were isolated.

Provenance & Evidence