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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1895983Generated: October 26, 2026

Water → 4-[3-(3,5-Difluorophenyl)prop-2-ynylidene]piperidine

https://huagongshe.com/reaction/1895983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
Reactanttert-Butyl 4-[3-(3,5-difluorophenyl)prop-2-ynylidene]piperidine-1-carboxylateHCID 86627341—
SolventChloroformHCID 6212—
Product4-[3-(3,5-Difluorophenyl)prop-2-ynylidene]piperidineHCID 86627342—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of Compound 228a (0.090 g, 0.27 mmol) in CHCl3 (1 mL) was added trifluoroacetic acid (0.42 mL, 5.4 mmol) and the reaction mixture was then stirred at 70° C. for 15 min. until the complete conversion of the reagent was observed by LC-MS. After cooling to r.t., water was added and the solution was alkalinized by addition of 2 N NaOH. The solution was extracted with CH2Cl2, the organic layer washed with brine and dried over Na2SO4 affording the title compound (0.051 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518916B2
Source datasetuspto-grants-2013_08
ORD IDord-8b589b94c28649c7b37fc27d949fd9f1
Source noteuspto-grants-2013_08