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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1449848Generated: November 1, 2026

Toluene → (E)-2-(fluoromethylene)-4-(p-fluorophenyl)butan-1-ol

https://huagongshe.com/reaction/1449848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantMethanesulfonic AcidHCID 6395—
ReactantEthyl 2-(difluoromethyl)-2-(t-butoxycarbonyl)-4-(p-fluorophenyl)butyrateHCID 15342051—
SolventWaterHCID 962—
Product(E)-2-(fluoromethylene)-4-(p-fluorophenyl)butan-1-olHCID 10943450—

Reaction Steps

Add methanesulfonic acid (47.7 kg, 496 mol) to a toluene solution of ethyl 2-(difluoromethyl)-2-(t-butoxycarbonyl)-4-(p-fluorophenyl)butyrate as prepared in Example 3.1 at a temperature of 40° C.-50° C. After 3 to 6 hours, cool the reaction to ambient temperature. Add toluene (91 kg) and water (421 kg) and stir for 30 minutes. Separate the aqueous layer. Add to the organic layer a 20% by weight solution of sodium chloride in water (420 kg) and stir for 30 minutes. Separate the layers to give the title compound as a solution in toluene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05599986
Source datasetuspto-grants-1997_02
ORD IDord-e34b324ab79a4d40af3f78958565ceb9
Source noteuspto-grants-1997_02