L. Czollner, J. Fröhlich, U. Jordis, B. Küenburg:
"Preparation of 4a,5,9,10,11,12-hexahydro-6H-benzofuro[3a,3,2-ef][2]benzazepines";
Patent: Österreich, No. AT 401058 B 19960625 CAN 125:196086; submitted: 10-21-1994, granted: 06-25-1996.

English abstract:
Title compds. I [R-R5 = H, halogen, OH, alkoxy, (un)substituted aliph., (un)substituted aryl, CHO, acyl, sulfonyl] were prepd. from benzaldehydes via benzylamines. Thus, 6,3,4-Br(MeO)2C6H2CHO was treated with tyramine to give 6,3,4-Br(MeO)2C6H2CH2NHCH2CH2C6H4OH-4 which was N-formylated and cyclized to I [R = Me, R1 = Br, R2 = CHO, R3 = H, R4R5 = O]. The latter compd. was reduced with DIBAL to give a mixt. of bromogalanthamine [I, R = R2 = Me, R1 = Br, R3 = R5 = H, R4 = OH] and epibromogalanthamine [I, R = R2 = Me, R1 = Br, R3 = R4 = H, R5 = OH].
AN 1996:540908

Created from the Publication Database of the Vienna University of Technology.