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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235654Generated: October 31, 2026

Potassium Carbonate → [3-Methyl-5-(4-trifluoromethylphenyl)thien-2-yl]methanol

https://huagongshe.com/reaction/2235654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
ReactantHCID 21986508HCID 21986508—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product[3-Methyl-5-(4-trifluoromethylphenyl)thien-2-yl]methanolHCID 2198644448.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 62.5 (0.100 g, 0.48 mmol), 4-(trifluoromethyl)benzeneboronic acid 61.1 (0.183 g, 0.97 mmol), K2CO3 (0.200 g, 1.45 mmol), and Pd(PPh3)4 (0.056 g, 0.05 mmol) in toluene (3.2 mL) was stirred overnight at 100° C. The mixture was cooled to room temperature, filtered through a pad of silica gel (EtOAc), and concentrated. The crude product was chromatographed on silica gel (0-30% EtOAc/hexane) to afford 62.6 (0.063 g, 48%) as an oil. 1H NMR (400 MHz, CDCl3) δ 7.66 (d, 2H), 7.61 (d, 2H), 7.14 (s, 1H), 4.79 (s, 2H), 2.27 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714008B2
Source datasetuspto-grants-2010_05
ORD IDord-992d3e706540481abd31c86e7f5a30a9
Source noteuspto-grants-2010_05