반응 #2964

ord-2895d0d365944737af7826beeea98209

반응 방정식

COc1cccc([C@@]23CCN(C)C[C@H]2Cc2c([nH]c(C(=O)NCc4ccccc4)c2C)C3)c1
(±)-trans-2-benzylaminocarbonyl-3,6-dimethyl-8a-(3-methoxyphenyl)-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline
BrB(Br)Br
boron tribromide
CCOCC.Cl
HCl Et2O
Cc1c(C(=O)NCc2ccccc2)[nH]c2c1C[C@@H]1CN(C)CC[C@@]1(c1cccc(O)c1)C2.Cl
title compound
Cc1c(C(=O)NCc2ccccc2)[nH]c2c1C[C@@H]1CN(C)CC[C@@]1(c1cccc(O)c1)C2.Cl
(±)-trans-2-Benzylaminocarbonyl-3,6-dimethyl-8a-(3-hydroxyphenyl)-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline hydrochloride

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The solvent was evaporated in vacuo
  2. 2
    기타the solid crystallised from a mixture of acetone/MeOH=1:1

실험 절차

0.38 g of (±)-trans-2-benzylaminocarbonyl-3,6-dimethyl-8a-(3-methoxyphenyl)-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline were treated with 0.55 ml (5.7 mmol) of boron tribromide as described in example 2. The residue was dissolved in MeOH and the solution brought to acidic pH with HCl/Et2O. The solvent was evaporated in vacuo and the solid crystallised from a mixture of acetone/MeOH=1:1, yielding 0.15 g of the title compound. M.p.=297°-299° C. C27H31N3 O2.HCl I.R. (KBr): 3290, 2910, 1650, 1540, 1320cm-1

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05731322uspto-grants-1998_03