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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1380919Generated: October 31, 2026

Dimethyl Sulfide → 2-(4-Chlorophenyl)-2-[1-(4-chlorophenyl)-2-methylpropan-2-yl]oxirane

https://huagongshe.com/reaction/1380919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfideHCID 1068—
ReactantDimethyl SulfateHCID 6497—
ReactantSodium MethoxideHCID 10942334—
Reactant1,3-Bis(4-chlorophenyl)-2,2-dimethylpropan-1-oneHCID 13217406—
SolventAcetonitrileHCID 6342—
Product2-(4-Chlorophenyl)-2-[1-(4-chlorophenyl)-2-methylpropan-2-yl]oxiraneHCID 1321740785.2%

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 81.5 g (0.2655 mol) of 4-chlorophenyl 4-chlorophenyl-tert.-butyl 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 added at the same temperature. The entire reaction mixture is subsequently stirred for 12 hours and is then concentrated in vacuo. 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. 72.6 g (85.2% of theory) of crude 2-(4-chlorophenyl)-2-(4-chlorophenyl-tert.-butyl)-oxirane are obtained and are further reacted directly. ##STR156##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04584308
Source datasetuspto-grants-1986_04
ORD IDord-54c3ad8514594c9e9aec5cbead11cc9c
Source noteuspto-grants-1986_04