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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242079Generated: 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/242079

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 numberUS08653100B2
Source datasetuspto-grants-2014_02
ORD IDord-847dfc25dca9461eb6cc61c04c5e32ea
Source noteuspto-grants-2014_02