HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 68512497, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzene, 1-iodo-3-(trifluoromethyl)- | HCID 67868 | — |
| Reactant | Methyl 4-methyl-1H-pyrrole-3-carboxylate | HCID 15274278 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 68512497 | HCID 68512497 | 43.3% |
Reaction Conditions
| Temperature | 170 °C |
|---|
Reaction Steps
To a solution of methyl 4-methyl-1H-pyrrole-3-carboxylate (3.4 g) synthesized above in N-methyl-2-pyrrolidone (30 mL) were added 3-trifluoromethyliodobenzene (6.7 g), cuprous bromide (0.53 g) and potassium carbonate (4.4 g) at room temperature, and stirred for 1 hr with heating to 170° C. After cooling to room temperature, the reaction mixture was filtered through celite. Water was added to the filtrate and the mixture was extracted with diethyl ether. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate:hexane=1:4, volume ratio) to give the title compound (3.0 g, 42%) as a slightly yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309580B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-99b0c4c9fd23404e891d7b29a8d33423 |
| Source note | uspto-grants-2012_11 |