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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 979453Generated: November 4, 2026

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

https://huagongshe.com/reaction/979453

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 mole) of dimethyl sulphate and 32 g (0.517 mole) of dimethyl sulphide in 270 ml of acetonitrile is allowed to stir at room temperature for 5 days. Then, at 20° to 25° C., a solution of 87 g of 4-chlorophenyl 2-(p-chlorophenoxy)-2-propyl ketone in 80 ml of acetonitrile is added dropwise within about 2 hours. At the same temperature, 28.7 g (0.53 mole) of sodium methylate are added, the mixture is allowed to stir for 12 hours and then evaporated. The residue is vigorously stirred with a mixture of 200 ml of ethyl acetate and 150 ml of water overnight. The organic phase is separated off, dried over sodium sulphate and evaporated in vacuo. 49 g (76% of theory) of crude 2-(4-chlorophenyl)-2-[2-(p-chlorophenoxy)-2-propyl]oxirane are obtained, and this is immediately reacted further. ##STR47##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04668660
Source datasetuspto-grants-1987_05
ORD IDord-9e7c1c43da3c49f98130f50da40e1719
Source noteuspto-grants-1987_05