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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469887Generated: October 30, 2026

Sodium Carbonate → 2,2,2-Trifluoro-1-(3'-methylbiphenyl-2-yl)ethanol

https://huagongshe.com/reaction/469887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-OxopropiononitrileHCID 69430—
Reactant3-Tolylboronic acidHCID 2733950—
Reactant1-(4-Bromophenyl)-2,2,2-trifluoroethanolHCID 11219024—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product2,2,2-Trifluoro-1-(3'-methylbiphenyl-2-yl)ethanolHCID 6664925179%

Reaction Conditions

Temperature150 °C

Reaction Steps

Alternatively, 1-(4-bromophenyl)-2,2,2-trifluoroethanol (0.98 g, 3.86 mmol), m-tolylboronic acid (0.63 g, 4.63 mmol), Pd(PPh3)2Cl2 (0.16 g, 0.232 mmol Pd), Na2CO3 (0.90 g, 8.49 mmol), AcCN (10 mls), and H2O (10 mls) were combined and heated in the microwave at 150° C. for 10 minutes. The reaction was shown complete by TLC (CH2Cl2). The mixture was cooled, concentrated, slurried in CH2Cl2, filtered, and chromatographed over silica gel (CH2Cl2) to give 0.80 g of 2,2,2-trifluoro-1-(3′-methylbiphenyl-2-yl)ethanol. Yield: 79%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629156B2
Source datasetuspto-grants-2014_01
ORD IDord-1b92af23aab94e7c8cda94b86c4689df
Source noteuspto-grants-2014_01