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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1383196Generated: October 31, 2026

Water → HCID 15589467, compound

https://huagongshe.com/reaction/1383196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant1,4-DioxaneHCID 31275—
ReactantHCID 13041483HCID 13041483—
SolventDichloromethaneHCID 6344—
ProductHCID 15589467HCID 1558946741.9%

Reaction Steps

A solution of 2.5 g of (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3(E)-[2-fluoro-3-oxo-3-ethoxy-propenyl]-cyclopropane-1-carboxylate, 10 ml of dioxane, 2.5 ml of water and 1 g of p-toluene sulfonic acid manohydrate was refluxed for 24 hours and then allowed to cool to room temperature. Methylene chloride was added to the mixture and the organic phase was washed with water, dried and evaporated to dryness under reduced pressure. The residue was chromatographed over silica gel and was eluted with a 60-40-1 cyclohexane-ethyl acetate-acetic acid mixture to obtain 980 mg of (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3(E)-[2-fluoro-3-oxo-3-hydroxy-propenyl]-cyclopropane-1-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04808749
Source datasetuspto-grants-1989_02
ORD IDord-ea69a48e511b46f3bd1965fb29f3f95f
Source noteuspto-grants-1989_02