Hydrogen Bromide → 7-Methoxy-4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline hydrobromide

HRID 54668Notes

Reaction equation

HRID 54668 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]([C:13]3[CH:18]=[CH:17][C:16]([O:19]C)=[C:15]([O:21]C)[CH:14]=3)[CH2:8][NH:9][CH2:10]2)=[CH:5][CH:4]=1.[BrH:23]>>[BrH:23].[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]([C:13]3[CH:18]=[CH:17][C:16]([OH:19])=[C:15]([OH:21])[CH:14]=3)[CH2:8][NH:9][CH2:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 147195487-Methoxy-4-(3,4-dimethoxyphenyl)-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 199597037-Methoxy-4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline hydrobromide

Procedure

640 mg of 7-methoxy-4-(3,4-dimethoxyphenyl)-1,2,3,4-tetrahydroisoquinoline was dissolved in 13 ml of 48% aqueous hydrogen bromide, and the mixture was heated under reflux under an argon gas stream for 3 hours. The reaction solution was cooled, and crystals which separated out were collected, affording 580 mg of 7-methoxy-4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline hydrobromide.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux under an argon gas stream for 3 hours
  3. temperatureThe reaction solution was cooled
  4. customcrystals which separated out
  5. customwere collected

Sources & evidence

ORD record
ord-f5fe4cfcbae04d3f976fa5d7725eebce
Source dataset
uspto-grants-1997_04
Patent number
US05623074

Reaction notes

Loading…