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Hydrogen Bromide → 4-(3,4-Dihydroxyphenyl)-8-methyl-1,2,3,4-tetrahydroisoquinoline hydrobromide

HRID 1590828
Notes
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Reaction equation

HRID 1590828 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([CH:11]2[C:20]3[C:15](=[C:16]([CH3:21])[CH:17]=[CH:18][CH:19]=3)[CH2:14][NH:13][CH2:12]2)[CH:6]=[CH:7][C:8]=1[O:9]C.[BrH:22]>>[BrH:22].[OH:2][C:3]1[CH:4]=[C:5]([CH:11]2[C:20]3[C:15](=[C:16]([CH3:21])[CH:17]=[CH:18][CH:19]=3)[CH2:14][NH:13][CH2:12]2)[CH:6]=[CH:7][C:8]=1[OH:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 105170974-(3,4-Dimethoxyphenyl)-8-methyl-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 147195524-(3,4-Dihydroxyphenyl)-8-methyl-1,2,3,4-tetrahydroisoquinoline hydrobromide

Procedure

To 420 mg of 4-(3,4-dimethoxyphenyl)-8-methyl-1,2,3,4-tetrahydroisoquinoline, was added 48% hydrobromic acid, and the mixture was heated under reflux for 3 hours. After about 10 minutes, the crystals becomes to be separated out. The reaction mixture was cooled, and the crystals were collected by filtration, giving 420 mg of 4-(3,4-dihydroxyphenyl)-8-methyl-1,2,3,4-tetrahydroisoquinoline hydrobromide.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. custom
to be separated out
  • temperatureThe reaction mixture was cooled
  • filtrationthe crystals were collected by filtration
  • Sources & evidence

    ORD record
    ord-0bf609ad35114c02b9787d489409ec54
    Source dataset
    uspto-grants-1993_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05204468

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes