Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705704Generated: October 29, 2026

Ethyl trifluoroacetate → 2-(7-Chloro-1,3-benzodioxol-5-yl)-4,4,4-trifluoro-3-oxo-butanenitrile

https://huagongshe.com/reaction/705704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl trifluoroacetateHCID 9794—
ReactantSodiumHCID 5360545—
Reactant2-(7-Chlorobenzo[d][1,3]dioxol-5-yl)acetonitrileHCID 67044010—
SolventEthanolHCID 702—
Product2-(7-Chloro-1,3-benzodioxol-5-yl)-4,4,4-trifluoro-3-oxo-butanenitrileHCID 90010066112.6%

Reaction Steps

Under reflux, 1.7 g of sodium (72.8 mmol) was dissolved in 50 ml of ethanol. At 50° C., a solution of 14.2 g (72.8 mmol) of 2-(7-chloro-1,3-benzodioxol-5-yl)acetonitrile and 10.3 g (72.8 mmol) of ethyl trifluoroacetate in 50 ml of ethanol was added dropwise, and the reaction mixture was then stirred under reflux for 12 hours. After cooling, the reaction mixture was concentrated on a rotary evaporator, dissolved in ethyl acetate and washed twice with 100 ml of 1N hydrochloric acid and once with water. The organic phase was separated off, dried over sodium sulphate, filtered and concentrated to give the title compound (23.9 g; 100%) and used for the next step directly.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174967B2
Source datasetuspto-grants-2015_11
ORD IDord-1198d44b1e5a4cd4a110a7a19d545f1b
Source noteuspto-grants-2015_11