Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 704521Generated: October 29, 2026

Water → 2-[(4-Chlorophenoxy)-methyl]-2-(1-ethoxycarbonyl-cycloprop-1-yl)-oxirane

https://huagongshe.com/reaction/704521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantSulfoxonium, trimethyl-, iodide (1:1)HCID 74498—
ReactantHCID 14700140HCID 14700140—
SolventDimethyl SulfoxideHCID 679—
Product2-[(4-Chlorophenoxy)-methyl]-2-(1-ethoxycarbonyl-cycloprop-1-yl)-oxiraneHCID 1470014177.8%

Reaction Conditions

Temperature20 °C

Reaction Steps

3.6 g (0.13 mol) of 80% strength sodium hydride are added under an argon atmosphere and with stirring at 10° to 20° C. to a suspension of 24 g (0.11 mol) of trimethylsulphoxonium iodide in 100 ml of dimethyl sulphoxide. After stirring for 30 minutes at 20° C., 17.1 g (0.061 mol) of 4-chlorophenoxymethyl 1-ethoxycarbonylcycloprop-1-yl ketone are added. The mixture is warmed to 60° C. for 1 hour. After this, the mixture is poured into 300 ml of water and extracted with methylene chloride. The combined organic extracts are washed with water, dried over magnesium sulphate and concentrated. 14 g (77.8% of theory) of 2-[(4-chlorophenoxy)-methyl]-2-(1-ethoxycarbonyl-cycloprop-1-yl)-oxirane are obtained as an oil which is further reacted without additional purification. ##STR18##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04988383
Source datasetuspto-grants-1991_01
ORD IDord-8b37f31efbce4f0cbea5d6b55a27dc20
Source noteuspto-grants-1991_01