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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1264177Generated: October 25, 2026

Hydrochloric Acid → 3-(4,4,4-Trifluoro-3-oxo-1-butenyl)-2-propenenitrile

https://huagongshe.com/reaction/1264177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3,3-DimethoxypropiononitrileHCID 93731—
Reactant3-Buten-2-one, 4-amino-1,1,1-trifluoro-, (3Z)-HCID 2779442—
ReactantPotassium tert-butoxideHCID 23665647—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-(4,4,4-Trifluoro-3-oxo-1-butenyl)-2-propenenitrileHCID 73991894—

Reaction Conditions

Temperature0 °C

Reaction Steps

In a three-necked flask, 61.6 g (0.55 mol) of potassium tert-butoxide were introduced into 250 ml of dimethoxyethane under N2 and the solution was cooled to 0° C. 4-Amino-1,1,1-trifluoro-3-buten-2-one, 69.5 g (0.5 mol), was added dropwise at this temperature in the course of 30 min and then 60.3 g (0.525 mol) of 3,3-dimethoxypropionitrile were added dropwise. The mixture was then stirred at 30° C. for 3-4 h. The reaction mixture was added to ice and acidified to pH 3-4 using HCl. The precipitate was filtered off and washed with water. 71 g of product (75%), mp: 123-126° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06541640B2
Source datasetuspto-grants-2003_04
ORD IDord-db5e0754121941e1ba84ed757dbeff4b
Source noteuspto-grants-2003_04