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

Reaction equation

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

Participants

Reactant 2

HCID 260Hydrogen Bromide

HCID 29203356-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

Product 1

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

Conditions

Temperature: 100 °C

Procedure

6-Methoxy-1,2,3,4-tetrahydro-isoquinoline hydrochloride, prepared as in WO 2004/26305, (18.9 g, 94 mmol) in 48% aqueous hydrobromic acid was heated at 100° C. for 12 h and then cooled to 0° C. The solid was filtered off, washed with t-butyl methyl ether and dried.

Workup

temperaturecooled to 0° C
filtrationThe solid was filtered off
washwashed with t-butyl methyl ether
customdried

Sources & evidence

ORD record: ord-4a8080546ced4774a28e117d61f088f1
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07655664B2

Reaction notes

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