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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233479Generated: October 31, 2026

Hydrochloric Acid → 2-(5-Pyrimidinyl)-α-(trifluoromethyl)benzenemethanol

https://huagongshe.com/reaction/2233479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(Trifluoromethyl)trimethylsilaneHCID 552549—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant2-(pyrimidin-5-yl)benzaldehydeHCID 3807860—
SolventTetrahydrofuranHCID 8028—
Product2-(5-Pyrimidinyl)-α-(trifluoromethyl)benzenemethanolHCID 6674353784%

Reaction Steps

Tetrabutylammonium fluoride (TBAF, 0.1 ml of 1M in THF) was added to a solution of 2-pyrimidin-5-yl-benzaldehyde (184 mg, 1 mmol) and trifluoromethyl trimethylsilane (TMSCF3, 0.2 ml, 1.2 mmol) in 10 ml THF at 0° C. The mixture was warmed up to room temperature and stirred for 4 hours. The mixture was then treated with 3 ml of 1M HCl and stirred overnight. The product was extracted with ethyl acetate (3×20 ml). The organic layer was separated and dried over sodium sulfate. The organic solvent was evaporated to give 0.21 g of 2,2,2-trifluoro-1-(2-pyrimidin-5-yl-phenyl)-ethanol (yield: 84%), which was directly used in next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709493B2
Source datasetuspto-grants-2010_05
ORD IDord-822843af2614406a93bf5b2a24716e10
Source noteuspto-grants-2010_05