Hydrogen Bromide → 7,8-Dihydroxy-4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline hydrobromide

HRID 54673Notes

Reaction equation

HRID 54673 reaction equation
C[O:2][C:3]1[C:12]([O:13]C)=[C:11]2[C:6]([CH:7]([C:15]3[CH:20]=[CH:19][C:18]([O:21]C)=[C:17]([O:23]C)[CH:16]=3)[CH2:8][NH:9][CH2:10]2)=[CH:5][CH:4]=1.[BrH:25]>>[BrH:25].[OH:2][C:3]1[C:12]([OH:13])=[C:11]2[C:6]([CH:7]([C:15]3[CH:20]=[CH:19][C:18]([OH:21])=[C:17]([OH:23])[CH:16]=3)[CH2:8][NH:9][CH2:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 147195577,8-Dimethoxy-4-(3,4-dimethoxyphenyl)-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 147195597,8-Dihydroxy-4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline hydrobromide

Procedure

To 700 mg of 7,8-dimethoxy-4-(3,4-dimethoxyphenyl)-1,2,3,4-tetrahydroisoquinoline, was added 14 ml of 48% hydrobromic acid, and the mixture was heated under reflux for 3 hours under an argon gas stream. The reaction mixture was cooled, and the crystals which separated ount were collected by filtration, giving 540 mg of 7,8-dihydroxy-4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline hydrobromide.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours under an argon gas stream
  3. temperatureThe reaction mixture was cooled
  4. customthe crystals which separated ount
  5. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-658f336ec1374af98b63c45e4cde11b2
Source dataset
uspto-grants-1997_04
Patent number
US05623074

Reaction notes

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