Hydrogen Bromide → 1,2,3,4-Tetrahydroisoquinolin-6-ol hydrobromide

Reaction equation

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

Participants

Reactant 2

HCID 260Hydrogen Bromide

HCID 393566-Methoxy-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 133617991,2,3,4-Tetrahydroisoquinolin-6-ol hydrobromide

Procedure

6-Methoxy-1,2,3,4-tetrahydroisoquinoline (2.89 g) was dissolved in 48% aqueous hydrogen bromide solution (70 ml) and the mixture was refluxed for 2 hours. The solvent was evaporated and to the obtained residue were added ethanol and diethyl ether. The mixture was filtrated and dried under reduced pressure to give the title compound (3.93 g).

Workup

temperaturethe mixture was refluxed for 2 hours
customThe solvent was evaporated and to the obtained residue
additionwere added ethanol and diethyl ether
filtrationThe mixture was filtrated
customdried under reduced pressure

Sources & evidence

ORD record: ord-45378efb71f6493387a5248cd1d3c7af
Source dataset: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06562828B1

Reaction notes

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