Hydrochloric Acid → 4-(Isoquinolin-3-yl)phenol hydrochloride

HRID 418857Notes

Reaction equation

[ClH:1].[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)[N:3]=1>>[ClH:1].[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)[N:3]=1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 1354251244-(Isoquinolin-3-yl)phenol

Product 1

HCID 1360939704-(Isoquinolin-3-yl)phenol hydrochlorideYield 77%

Conditions

Temperature: 60 °C

Procedure

HCl (0.4 mL, 2 N) was added to 4-isoquinolin-3-yl-phenol (0.044 g, 0.2 mmol) and the solution was heated at 60° C. for 10 min, resulting in a yellow solid. The reaction mixture was evaporated to dryness to give 4-(isoquinolin-3-yl)phenol hydrochloride (0.45 g, 77%). MS (ES) m/z: 222.96 (M+1), 221.95 (M); 13C-NMR (DMSO-d6): δ 180.2, 149.9, 138.8, 130.0, 129.6, 129.5, 127.8, 126.7, 116.7.

Workup

customresulting in a yellow solid
customThe reaction mixture was evaporated to dryness

Sources & evidence

ORD record: ord-d9ead86eb55048b8aca4e4a6e42dcba2
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093273B2

Reaction notes

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