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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403371Generated: October 29, 2026

Triethylamine → 3-Methanesulfonyl-5-trifluoromethyl-benzoic acid methyl ester

https://huagongshe.com/reaction/403371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant1-Bromo-3-(methylsulfonyl)-5-(trifluoromethyl)benzeneHCID 53216986—
ReactantHCID 178418416HCID 178418416—
CatalystHCID 178418807HCID 178418807—
SolventMethanolHCID 887—
Product3-Methanesulfonyl-5-trifluoromethyl-benzoic acid methyl esterHCID 70663251—

Reaction Steps

The mixture consisting of 1-bromo-3-(methylsulfonyl)-5-(trifluoromethyl)benzene (0.20 g, 0.66 mmol, Combi-Blocks, Inc.), 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (20.4 mg, 0.025 mmol, CAS RN 72287-26-4) and triethylamine (0.134 g, 0.184 mL, 1.32 mmol) in ethyl acetate (2 mL) and methanol (2 mL) was stirred at 110° C. under a 70 bar carbon monoxide atmosphere for 20 h. After cooling to room temperature silica gel was added and the brown suspension evaporated. The compound was purified by silica gel chromatography on a 20 g column using a MPLC system eluting with a gradient of n-heptane:ethyl acetate (100:0 to 50:50). Light brown oil (0.156 g; 83%). MS (GC_MS (EI)): m/z=282.0 [M].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748434B2
Source datasetuspto-grants-2014_06
ORD IDord-56615f05e1744d9c8afe47ae4c558c8f
Source noteuspto-grants-2014_06