Ethanol → HCID 67538521, compound

HRID 2383051Notes

Reaction equation

HRID 2383051 reaction equation
Br[C:2]1[CH:11]=[C:10]([O:12][CH3:13])[C:9]([O:14][CH3:15])=[C:8]2[C:3]=1[CH2:4][CH2:5][N:6]=[C:7]2[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.CCO.C[O-].[Na+]>CO.[Pd]>[CH3:13][O:12][C:10]1[C:9]([O:14][CH3:15])=[C:8]2[C:3]([CH2:4][CH2:5][NH:6][CH:7]2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:2][CH:11]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 10942334Sodium MethoxideHCID 67536838HCID 67536838, compound

Product 1

HCID 67538521HCID 67538521, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 5-bromo-7,8-dimethoxy-1-phenyl-3,4-dihydroisoquinoline (450 mg), EtOH (30 mL), 10% palladium-supported carbon (80 mg) and 28% sodium methoxide in MeOH (0.1 mL) was stirred under a hydrogen atmosphere at room temperature overnight. The insoluble materials were subjected to filtration and the filtrate was concentrated to obtain 7,8-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline (350 mg).

Workup

  1. filtrationThe insoluble materials were subjected to filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-443d869a47ce4f398be7d8e06c05179d
Source dataset
uspto-grants-2012_09
Patent number
US08263607B2

Reaction notes

Loading…