Chlorosulfonic acid → HCID 20160682, compound

Participants

Reaction Steps

Chlorosulfonic acid (2.3 g, 0.02 m) dissolved in methylene chloride (50 ml) was added slowly to a solution of 3-acetyl-8-methoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine (2.95 g, 0.01 m) in methylene chloride (100 ml) stirred at -20°. The mixture was stirred at -20° for thirty minutes, and allowed to warm to 25°. The methylene chloride was decanted and the insoluble residue was treated with excess thionyl chloride in chloroform, heated to reflux, cooled and poured into ice water. The mixture was extracted with chloroform and the organic layer was washed, dried with sodium sulfate and concentrated in vacuo to give 3-acetyl 7-chlorosulfonyl-8-methoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine.

Provenance & Evidence