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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1449853Generated: November 1, 2026

Water → (E)-1-chloro-2-(fluoromethylene)-4-(p-fluorophenyl)butane

https://huagongshe.com/reaction/1449853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant(E)-2-(fluoromethylene)-4-(p-fluorophenyl)butan-1-olHCID 10943450—
SolventTolueneHCID 1140—
Product(E)-1-chloro-2-(fluoromethylene)-4-(p-fluorophenyl)butaneHCID 9815806—

Reaction Conditions

Temperature-5 °C

Reaction Steps

Combine oxalyl chloride (25.2 g, 0.198 mol) and toluene (200 mL). Cool to -5° C. Add N,N-dimethylformamide (15.0 g, 0.21 mol) as a solution in toluene (20 mL). Warm to 25° C. After 30 minutes, add a solution of (E)-2-(fluoromethylene)-4-(p-fluorophenyl)butan-l-ol (24.7 g, 30% by weight in toluene, 0.124 mol). After 18 hours, add water (500 mL) and stir for 30 minutes. Separate the organic layer, dry over Na2SO4, filter, and evaporate in vacuo to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05599986
Source datasetuspto-grants-1997_02
ORD IDord-32f4c8cbd9754f00bae4701a485ca6f1
Source noteuspto-grants-1997_02