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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859716Generated: November 1, 2026

Sulfuryl chloride → 5-chloro-2-[2-(5-chloro-2,4-dimethoxy-phenyl)ethyl]-2-cyclopentyl-4-hydroxy-3H-pyran-6-one

https://huagongshe.com/reaction/859716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuryl chlorideHCID 24648—
Reactant6-[2-(5-Chloro-2,4-dimethoxy-phenyl)ethyl]-6-cyclopentyl-tetrahydropyran-2,4-dioneHCID 16728701—
SolventDichloromethaneHCID 6344—
Product5-chloro-2-[2-(5-chloro-2,4-dimethoxy-phenyl)ethyl]-2-cyclopentyl-4-hydroxy-3H-pyran-6-oneHCID 54689549—

Reaction Steps

The title compound was prepared by chlorination of 6-[2-(5-chloro-2,4-dimethoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione from step 6 of example B(15) with sulfuryl chloride in dichloromethane at room temperature. 1H NMR (CDCl3) δ 1.51 (m, 8H), 1.79 (m, 1H), 2.06, (m, 2H), 2.45 (m, 2H), 2.60 (m, 1H), 2.67 (d, J=17.75, 1H), 2.92 (d, J=17.75, 1H), 3.82 (s, 3H), 3.92 (s, 3H), 6.44 (s, 1H), 7.06 (s, 1H). HRMS calcd for C20H24O5Cl2 (M+H+) 415.1079, found 415.1063.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07151105B2
Source datasetuspto-grants-2006_12
ORD IDord-fe7816bb44a54447912e3dfd3614a955
Source noteuspto-grants-2006_12