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

HRID 1768806Notes

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]

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
  3. temperatureThe reaction solution was cooled
  4. customthe crystals which separated out
  5. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-ae58e3163b714e769cb8ad27edb9c0f2
Source dataset
uspto-grants-1995_01
Patent number
US05378849

Reaction notes

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