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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1380922Generated: October 29, 2026

Dimethyl Sulfide → 2-[2-(4-Chlorophenoxy)propan-2-yl]-2-(4-chlorophenyl)oxirane

https://huagongshe.com/reaction/1380922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfideHCID 1068—
ReactantDimethyl SulfateHCID 6497—
ReactantSodium MethoxideHCID 10942334—
Reactant2-(4-Chlorophenoxy)-1-(4-chlorophenyl)-2-methylpropan-1-oneHCID 19842490—
SolventAcetonitrileHCID 6342—
Product2-[2-(4-Chlorophenoxy)propan-2-yl]-2-(4-chlorophenyl)oxiraneHCID 1984248576%

Reaction Steps

A solution of 59.2 g (0.47 mol) of dimethyl sulphate and 32 g (0.517 mol) of dimethyl sulphide in 270 ml of acetonitrile is stirred at room temperature for 5 days. A solution of 87 g of 4-chlorophenyl 2-(p-chlorophenoxy)-prop-2-yl ketone in 80 ml of acetonitrile is then added dropwise at 20° to 25° C. in the course of about 2 hours. 28.7 g (0.53 mol) of sodium methylate are introduced at the same temperature, and the mixture is subsequently stirred for 12 hours and then concentrated. The residue is stirred overnight with a mixture of 200 ml of ethyl acetate and 150 ml of water. The organic phase is separated off, dried over sodium sulphate and concentrated in vacuo. 49 g (76% of theory) of crude 2-(4-chlorophenyl)-2-[2-(p-chlorophenoxy)-prop-2-yl]-oxirane are obtained, and are further reacted directly. ##STR159##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04584308
Source datasetuspto-grants-1986_04
ORD IDord-9ec0dec5e4c94ff7bbfbcc7d38190acf
Source noteuspto-grants-1986_04