Hydrogen Bromide → 1-Methyl-1,2,3,4-tetrahydroisoquinolin-7-ol hydrobromide

HRID 6756Notes

Reaction equation

HRID 6756 reaction equation
[BrH:1].C[O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][NH:10][CH:11]2[CH3:14])=[CH:6][CH:5]=1>>[BrH:1].[CH3:14][CH:11]1[C:12]2[C:7](=[CH:6][CH:5]=[C:4]([OH:3])[CH:13]=2)[CH2:8][CH2:9][NH:10]1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 159400117-Methoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 695295961-Methyl-1,2,3,4-tetrahydroisoquinolin-7-ol hydrobromide

Procedure

Hydrobromic acid (48%, 46 mL) was added to the 7-methoxy-1-methyl-1,2,3,4-tetrahydro-isoquinoline (2.55 g) and the resulting mixture was heated at reflux for 16 h. Evaporation of the hydrobromic acid, followed by trituation with ethyl acetate (3×) afforded 1-methyl-1,2,3,4-tetrahydro-isoquinolin-7-ol hydrogen bromide (3.04 g).

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureat reflux for 16 h
  3. customEvaporation of the hydrobromic acid

Sources & evidence

ORD record
ord-1d4751cb30e84af5b29c7786c143530d
Source dataset
uspto-grants-2006_08
Patent number
US07084154B2

Reaction notes

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