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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 28096Generated: October 29, 2026

Potassium Bicarbonate → alpha-Cyano-4-fluoro-3-phenoxybenzyl 3-(4-chlorophenoxy)-2,2-dimethylcyclopropanecarboxylate

https://huagongshe.com/reaction/28096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium BicarbonateHCID 516893—
Reactant3-(4-Chlorophenoxy)-2,2-dimethylcyclopropanecarboxylic acidHCID 20304961—
Reactantalpha-Cyano-4-fluoro-3-phenoxybenzyl methanesulfonateHCID 23338840—
SolventDiethyl EtherHCID 3283—
Solventtetrahydrofuran N,N-dimethylformamideHCID 21974620—
Productalpha-Cyano-4-fluoro-3-phenoxybenzyl 3-(4-chlorophenoxy)-2,2-dimethylcyclopropanecarboxylateHCID 23338864—

Reaction Steps

3-(4-chlorophenoxy)-2,2-dimethylcyclopropanecarboxylic acid (0.82 g, 3.40 mmol) is stirred together with 0.34 g (3.40 mmol) potassium bicarbonate in 10 ml THF/DMF (1:1) for 15 minutes. Then 1.0 g (3.40 mmol) α-cyano-4-fluoro-3-phenoxybenzyl methanesulfonate in 5 ml THF/DMF (1:1) is added and the mixture stirred for approximately 48 hours. The reaction is diluted with ether, washed with water (3×) and sat. NaCl, dried and solvent is removed. The crude product is purified by prep. TLC developing with 10% ethyl acetate/hexane to yield α-cyano-4-fluoro-3-phenoxybenzyl 3-(4-chlorophenoxy)-2,2-dimethylcyclopropanecarboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04225533
Source datasetuspto-grants-1980_09
ORD IDord-2bb22a05aa2143428a6ddfc8b696f31a
Source noteuspto-grants-1980_09