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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1088471Generated: October 26, 2026

Hydrochloric Acid → 3-(2-(7-Chloroquinolin-2-yl)cyclopropyl)phenol

https://huagongshe.com/reaction/1088471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanethiolHCID 6343—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant3-(2-(7-Chloroquinolin-2-yl)cyclopropyl)anisoleHCID 22163093—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuran ethyl acetateHCID 21939870—
Product3-(2-(7-Chloroquinolin-2-yl)cyclopropyl)phenolHCID 22163090—

Reaction Conditions

Temperature0 °C

Reaction Steps

To the cyclopropylanisole (from Step 2) (1.478 g, 4.77 mmoles) in 20 mL CH2Cl2 at -10° C. was added AlCl3 (1.915 g, 3 eg.) and ethanethiol (1.2 mL, 3.3 eg.). The temperature was raised to 0° C. for 2 hours. Then 10% HCl and THF: EtOAc (1:1) were added and the mixture was stirred and heated until the resulting gum was solubilized. After separation of the phases and extractions with THF:EtOAc (1:1), flash chromatography using 5% EtOAc in toluene yielded the title phenol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04962203
Source datasetuspto-grants-1990_10
ORD IDord-18322f49d8ab44d6a2a48ea3d7203243
Source noteuspto-grants-1990_10