Sulfuric Acid → HCID 12318584, compound

Participants

Reaction Steps

To 275 parts of a vigorously-stirred 31/2% solution of lithium tetrahydroaluminate(1-) in tetrahydrofuran at 0°-5° is slowly added 8 parts of concentrated sulfuric acid. The resultant mixture is stirred at 0°-5° for 1 hour, whereupon a solution of approximately 63 parts of 5-acetyl-10-bromo-5H-dibenz[b,f]azepine in 135 parts of tetrahydrofuran is stirred in during 30 minutes, producing a yellow color. The mixture thus obtained is stirred at 0°-5° for 30 minutes, whereupon a mixture of 20 parts of water and 35 parts of tetrahydrofuran, followed first by 40 parts of aqueous 25% sodium hydroxide and finally by 30 parts of water, are consecutively introduced. Insoluble solids are thereupon filtered out and washed with hot tetrahydrofuran, and the washings are combined with the filtrate. The resultant solution is dried over magnesium sulfate and stripped of solvent by vacuum distillation. The residual yellow solid, recrystallized from 2-propanol, affords 10-bromo-5-ethyl-5H-dibenz[b,f]azepine melting at approximately 147.5°-148.5°.

Provenance & Evidence