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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850859Generated: October 27, 2026

7-(Benzyloxy)-1-[1-(4-chloro-2-methoxyphenyl)cyclobutyl]-3,4-dihydroisoquinoline → 1-[1-(4-Chloro-2-methoxyphenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-ol

https://huagongshe.com/reaction/1850859

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-(Benzyloxy)-1-[1-(4-chloro-2-methoxyphenyl)cyclobutyl]-3,4-dihydroisoquinolineHCID 58246249—
SolventAcetic AcidHCID 176—
SolventHydrogen BromideHCID 260—
Product1-[1-(4-Chloro-2-methoxyphenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-olHCID 58246264—

Reaction Steps

7-(benzyloxy)-1-[1-(4-chloro-2-methoxyphenyl)cyclobutyl]-3,4-dihydroisoquinoline (460 mg, 1.065 mmol) were dissolved in 33% hydrobromic acid in acetic acid. The reaction mixture was stirred at room temperature for 15 min. The solvent was evaporated in vacuo. Toluene was added and evaporated in vacuo (repeated three times). The crude product was purified by flash chromatography (silica, dichloromethane then dichloromethane:methanol=4:1). Yield: 322 mg (0.942 mmol, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957089B2
Source datasetuspto-grants-2015_02
ORD IDord-63d705dee62e4391a4fa5fd1966a1a19
Source noteuspto-grants-2015_02