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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1629758Generated: October 31, 2026

Hydrochloric Acid → 2,2,2-Trifluoro-1-(4-(4,4,4-trifluorobutoxy)phenyl)ethanol

https://huagongshe.com/reaction/1629758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(Trifluoromethyl)trimethylsilaneHCID 552549—
Reactant4-(4,4,4-Trifluorobutoxy)benzaldehydeHCID 53724788—
CatalystCesium fluorideHCID 25953—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
Product2,2,2-Trifluoro-1-(4-(4,4,4-trifluorobutoxy)phenyl)ethanolHCID 86685847123.4%

Reaction Steps

To the solution of Intermediate 2A (26.7 g, 114 mmol) and trimethyl(trifluoromethyl)silane (16.9 g, 119 mmol) in anhydrous DME (112 mL) was added CsF (500 mg, 3.29 mmol). The reaction was stirred at rt for 16 h. To the mixture was added 4 N aq HCl (114 mL) and the reaction was stirred at rt for 2.5 h. The reaction was diluted with EtOAc (300 mL) and washed with water, sat'd aq NaHCO3, sat'd aq NaCl, dried over anhydrous MgSO4, filtered and concentrated to provide Intermediate 2B (42.5 g, 122%) as an oil. The crude product was used without further purification. LCMS Anal. Calc'd for C12H12F6O2 302.21, found [M−H] 301.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791091B2
Source datasetuspto-grants-2014_07
ORD IDord-990dedffbd184b71894588ed0b152300
Source noteuspto-grants-2014_07