9-oxobenzomorphan process and intermediates

Details 9-oxobenzomorphan process and intermediates 9-oxobenzomorphan process and intermediates

C - Chemistry, Metallurgy

07

D

260/317, 260/306

C07D 405/06 (2006.01) C07D 209/60 (2006.01) C07D 317/20 (2006.01)

Patent

CA 1098130

RD 1334 9-OXOBENZOMORPHAN PROCESS AND INTERMEDIATES Abstract of the Disclosure Improved processes for preparing 2'-alkoxy-2,5-di-substituted- 9-oxo-6,7-benzomorphans from benz[e]indolines and synthesis of the benz[e]indoline intermediates are described. A representative example involves synthesis of 9b-allyl-8-methoxy-3-methyl-5,9b-dihydrobenz- [e]indoline and bromination thereof to 9b-allyl-4-bromo-8-methoxy- 2,4,5,9b-tetrahydro-1H-benz[e]indole methylbromide which is then hydrolyzed with a weak base such as ammonium bicarbonate to provide 5-allyl-2'- methoxy-2-methyl-9-oxo-6,7-benzomorphan.

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