Hydrochloric Acid → HCID 18947226, compound

Participants

Reaction Steps

15 ml of tetrahydrofuran containing 2.57 g of 4-dimethylamino-4-hydroxymethyl-4,5,6,7-tetrahydro-1-benzothiophen obtained in Example 1 was added to an ice-cooled suspension of 60% sodium hydride (0.54 g) in tetrahydrofuran. 15 ml of tetrahydrofuran containing 2.90 g of 3,4,5-trimethoxybenzyl chloride was further added to the reaction mixture, followed by refluxing under heat for 24 hours. After cooling, the reaction mixture was poured into hydrochloric acid solution, and washed with ether. The aqueous phase was added with a sodium hydroxyde solution for making the system basic, followed by extracting with chloroform. After the chloroform phase was washed with water and dried, the solvent was removed. The residue was purified by silica gel column chromatography to obtain 2.79 g of the title compound as a pale yellow oily product.

Provenance & Evidence