Hydrogen Bromide → HCID 68132838, compound

HRID 268294Notes

Reaction equation

HRID 268294 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:18]3[C:13](=[CH:14][C:15]([O:21]C)=[C:16]([O:19]C)[CH:17]=3)[CH2:12][N:11]([CH3:23])[CH2:10]2)=[CH:5][CH:4]=1.[BrH:24]>>[BrH:24].[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[C:18]3[C:13](=[CH:14][C:15]([OH:21])=[C:16]([OH:19])[CH:17]=3)[CH2:12][N:11]([CH3:23])[CH2:10]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 68133451HCID 68133451, compound

Product 1

HCID 68132838HCID 68132838, compound

Procedure

The free base isolated from 1.80 g. of rac.-4-(4-chlorophenyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinoline hydrochloride is stirred for 3 hours with 30 ml. of 48% hydrogen bromide solution at 150° (bath temperature). After concentration and recrystallization from methanol-ether, there is obtained rac.-4-(4-chlorophenyl)-1,2,3,4-tetrahydro-2-methyl-6,7-isoquinolinediol hydrobromide, m.p. 280°-281°.

Workup

  1. customThe free base isolated from 1.80 g
  2. customat 150°
  3. concentrationAfter concentration and recrystallization from methanol-ether

Sources & evidence

ORD record
ord-f1716c22644e49a1b1644084fa1083f8
Source dataset
uspto-grants-1976_03
Patent number
US03947456

Reaction notes

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