HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → Methyl 2-benzoyl-4-fluorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | (2-Bromo-5-fluorophenyl)(phenyl)methanone | HCID 242877 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 2-benzoyl-4-fluorobenzoate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629143B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-09e94635ea5d44f2959ae5e12c448a81 |
| Source note | uspto-grants-2014_01 |