Tetrahydrofuran → HCID 178420134, compound

Participants

Reaction Conditions

Reaction Steps

A suspension consisting of 31.3 g (0.20 mol) of benzamidine hydrochloride, 10.8 g (0.20 mol) of sodium methylate, and 150 mL of tetrahydrofuran was heated under reflux for one hour. After cooling to 20° C., a solution consisting of 49.8 g (0.2 mol) of ω-bromo-2-acetonaphthone and 100 mL of tetrahydrofuran was added dropwise such that the internal temperature did not exceed 30° C. After completion of addition, 10.8 g (0.20 mol) of sodium methylate was added, and the mixture was heated under reflux for one hour. Next, the reaction mixture was cooled to room temperature, insoluble matters were filtered off, and the filtrate was evaporated to dryness in vacuo. The residual solid was successively washed with water and toluene and then dried to obtain a crude crystal as a desired material. This crude crystal was recrystallized from acetonitrile to obtain 32.8 g (yield: 60.7%) of a colorless crystal.

Provenance & Evidence