1-Benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline → 1-Benzyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline
Reaction equation
[CH2:1]([CH:8]1[C:17]2[C:12](=[CH:13][C:14]([O:20]C)=[C:15]([O:18]C)[CH:16]=2)[CH2:11][CH2:10][NH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>Br>[CH2:1]([CH:8]1[C:17]2[C:12](=[CH:13][C:14]([OH:20])=[C:15]([OH:18])[CH:16]=2)[CH2:11][CH2:10][NH:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
Treat 1-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (10 g) with 48% HBr (100 mL) and heat the mixture at reflux under nitrogen for 2 h. Cool the mixture to room temperature and allow crystals to form overnight. Collect the crystals and wash with cold ethanol to give 7.5 g of the title compound as its HBr salt, mp=233°-236° C.
Workup
- temperatureheat the mixture