Preparation of 1,2,4,5-tetrahydro-7-alkoxy-(and 7,8-...

C - Chemistry – Metallurgy – 07 – D

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260/241.15, 260/

C07D 223/16 (2006.01) C07D 491/04 (2006.01)

Patent

CA 1104568

ABSTRACT Certain 1,2,4,5-tetrahydro-7-alkoxy-(and 7,8-dialkoxy)- 3H, 3- benzazepines are prepared in excellent yields by a three step process comprising reacting a 3-alkoxy-(or 3,4-dialkoxy)- phenethylamine with a halo-acetaldehyde dialkylacetal to form the corresponding N-(2,2-dialkoxyethyl) phenethylamine, reacting that product with BF3 to close the ring and to form a 1-alkoxy-1,2,3,4-tetrahydro-7- alkoxy-(or 7,8-dialkoxy)-3H, 3-benzazepine and reacting that product under reductive cleavage conditions to remove the 1-alkoxy group -ii- and to obtain the desired benzazepine. The benzazepines can be further reacted in the known manner or in the manner disclosed herein to form certain 3-substituted benzazepines.

340139

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