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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639461Generated: October 30, 2026

2,2,2-Trifluoroethanol → (S)alpha-cyano-3-phenoxy-4-fluoro-benzyl(1R,cis,Z)2,2-dimethyl-3-[3-oxo-3-(2,2,2-trifluoroethoxy)-1-propenyl]-cyclopropane-carboxylate

https://huagongshe.com/reaction/1639461

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2,2-TrifluoroethanolHCID 6409—
ReactantMonosodium phosphateHCID 23672064—
Reactant(S)alpha-cyano-3-phenoxy-4-fluorobenzyl (1R,cis,Z) 2,2-dimethyl-3-[3-oxo-3-chloro-1-propenyl]-cyclopropane-carboxylateHCID 86740334—
SolventDichloromethaneHCID 6344—
Product(S)alpha-cyano-3-phenoxy-4-fluoro-benzyl(1R,cis,Z)2,2-dimethyl-3-[3-oxo-3-(2,2,2-trifluoroethoxy)-1-propenyl]-cyclopropane-carboxylateHCID 86740335—

Reaction Steps

2 ml of 2,2,2-trifluoroethanol were added at 20° C. to a solution of 2.14 g of the product of Step D in 8 ml of methylene chloride and the mixture was stirred for 90 minutes and was poured into aqueous monosodium phosphate solution. The decanted 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 1--1 cyclohexane-ethyl acetate mixture to obtain 2.33 g of (S)α-cyano-3-phenoxy-4-fluoro-benzyl (1R,cis,Z) 2,2-dimethyl-3-[3-oxo-3-(2,2,2-trifluoroethoxy)-1-propenyl]-cyclopropane-carboxylate melting at 56° C. and having a specific rotation of [αD20 =+42°±1° (c=1% in CHCl3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04883806
Source datasetuspto-grants-1989_11
ORD IDord-6cb09e88b114446eb329c702d1a5e306
Source noteuspto-grants-1989_11