Water → HCID 19864286, compound

Participants

Reaction Steps

Boron trifluoride etherate (0.69 ml) was added dropwise to a stirred solution of 6-methyl-8-phenyl-5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepine (0.46 g) in acetic anhydride (5 ml) at room temperature. After 16 hours, water (30 ml) and dichloromethane (30 ml) were added and the stirred mixture basified to pH~10 with 2M sodium hydroxide. This was extracted with dichloromethane (2×30 ml) and the extracts were dried, filtered and evaporated to a brown oil. Chromatography on silica eluting with 2% methanol in dichloromethane gave a yellow oil. This was dissolved in ethanol and ethanolic hydrogen chloride, evaporated and the title product recrystallised from ethanoldiethylethyl (m.p. 170°-176° C.).

Provenance & Evidence