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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469550Generated: October 30, 2026

Chloroform → Methyl 2-benzoyl-4-fluorobenzoate

https://huagongshe.com/reaction/469550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant(2-Bromo-5-fluorophenyl)(phenyl)methanoneHCID 242877—
SolventMethanolHCID 887—
ProductMethyl 2-benzoyl-4-fluorobenzoateHCID 67161783—

Reaction Steps

A mixture of the product of example 35B (0.516 g, 1.85 mmol), PdCl2dppf.CHCl3 (75 mg, 0.091 mmol), and triethylamine (0.39 mL, 2.8 mmol) was stirred in 1:1 DMF:MeOH (6 mL, pre-saturated with CO) under CO (1 atm) at 80° C. for 4 hours, diluted with EtOAc, washed with water and brine, dried (Na2SO4), and filtered. The residue was chromatographed on SiO2 (3-12% Et2O/hexanes) to give 112.0 mg of the title compound as a clear gum. 1H NMR (300 MHz, DMSO) δ 8.09 (dd, 1H), 7.62-7.69 (m, 3H), 7.49-7.57 (m, 3H), 7.45 (dd, 1H), 3.57 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629143B2
Source datasetuspto-grants-2014_01
ORD IDord-09e94635ea5d44f2959ae5e12c448a81
Source noteuspto-grants-2014_01