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Hydrogen Bromide → 4-(3,4-Dihydroxyphenyl)-6-methyl-1,2,3,4-tetrahydroisoquinoline hydrobromide

HRID 1768806
Notes
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Reaction equation

HRID 1768806 reaction equation
C[O:2][C:3]1[C:8]([O:9]C)=[CH:7][C:6]([CH:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([CH3:21])[CH:19]=3)[CH2:14][NH:13][CH2:12]2)=[CH:5][CH:4]=1.[BrH:22]>>[BrH:22].[OH:9][C:8]1[CH:7]=[C:6]([CH:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([CH3:21])[CH:19]=3)[CH2:14][NH:13][CH2:12]2)[CH:5]=[CH:4][C:3]=1[OH:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 106843994-(3,4-Dimethoxyphenyl)-6-methyl-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 147195514-(3,4-Dihydroxyphenyl)-6-methyl-1,2,3,4-tetrahydroisoquinoline hydrobromide

Procedure

To 450 mg of 4-(4,5-dimethoxyphenyl)-6-methyl-1,2,3,4-tetrahydroisoquinoline, was added 9 ml of 48% hydrobromic acid, and the mixture was heated under reflux under an argon gas stream for 3 hours. The reaction solution was cooled, and the crystals which separated out were collected by filtration, giving 390 mg of 4-(3,4-dihydroxyphenyl)-6-methyl-1,2,3,4-tetrahydroisoquinoline hydrobromide.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux under an argon gas stream for 3 hours
temperature
The reaction solution was cooled
  • customthe crystals which separated out
  • filtrationwere collected by filtration
  • Sources & evidence

    ORD record
    ord-ae58e3163b714e769cb8ad27edb9c0f2
    Source dataset
    uspto-grants-1995_01
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05378849

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes