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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1296048Generated: October 25, 2026

Cesium carbonate → (4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-yl)methanol

https://huagongshe.com/reaction/1296048

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBenzene, 1-bromo-4-(trifluoromethyl)-HCID 67872—
Reactant4-(Hydroxymethyl)benzeneboronic acidHCID 2734706—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solventtetrahydrofuran N,N-dimethylformamideHCID 21974620—
Product(4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-yl)methanolHCID 22015014—

Reaction Conditions

Temperature90 °C

Reaction Steps

1-Bromo-4-trifluoromethyl-benzene (814 mg, 3.62 mmol), 4-hydroxymethylphenylboronic acid (600 mg, 3.98 mmol), cesium carbonate (2.36 g, 7.24 mmol), and PdCl2(dppf) (132 mg, 0.181 mmol) were added to 10 ml of a 1:1 solution of DMF/THF. The reaction was flushed with nitrogen and heated to 90° C. for 1 h. The reaction was cooled, poured into diethyl ether and washed with water (2×50 ml), brine (1×50 ml) and dried over anhydrous sodium sulfate. The crude product was filtered through silica gel, eluted with diethyl ether, and concentrated to provide the title compound. MS m/z 251 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07244763B2
Source datasetuspto-grants-2007_07
ORD IDord-36d325af8b324f31aa9e3985fe9965a6
Source noteuspto-grants-2007_07