HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-(3-Bromophenyl)-2,5-dihydro-1H-pyrrole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromoaniline | HCID 11562 | — |
| Reactant | cis-1,4-Bis-(methylsulfonyloxy)-but-2-ene | HCID 6433331 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(3-Bromophenyl)-2,5-dihydro-1H-pyrrole | HCID 17749944 | 50.7% |
Reaction Steps
Then, a mixture of 15 g of the cis-1,4-bis(methanesulfonyloxy)-2-butene, 10 g of 3-bromoaniline, 24 g of anhydrous potassium carbonate and 70 ml of N,N-dimethylformamide was stirred at room temperature overnight. The reaction mixture was extracted with ethyl acetate-water, and the organic layer was washed with water and brine, dried over anhydrous magnesium sulfate and then evaporated. The residue was purified by silica gel column chromatography with 5% ethyl acetate/hexane, to give 6.6 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07112593B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-e1e4bcd2a4024edabdae7d4ba268d923 |
| Source note | uspto-grants-2006_09 |