Bromine → HCID 19864333, compound

Participants

Reaction Steps

Bromine (0.23 ml) was added dropwise to a stirred solution of 2-hydroxymethyl-6-methyl-8-phenyl-5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepine (1.20 g) and sodium acetate trihydrate (1.8 g) in acetic acid (60 ml) at room temperature. After 1 hour the solution was evaporated, the residue dissolved in water (100 ml), basified to pH~11 with 0.880 ammonia solution and extracted with dichloromethane (2×100 ml). The extracts were dried, filtered and evaporated to a brown oil (1.74 g). Chromatography on silica, eluting with 2% methanol in dichloromethane gave a solid (0.80 g) which was recrystallised from toluene (15 ml) to give the title product (m.p. 141°).

Provenance & Evidence