HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-Methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde | HCID 86232824 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde | HCID 86232765 | 86.6% |
Reaction Steps
To a solution of 2-methyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde (2.00 g) in N,N-dimethylformamide (20 mL) was added N-bromosuccinimide (1.56 g) at 0° C., and the mixture was stirred at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogencarbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, filtrated, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=3:1) to give the title compound as a white solid (yield 2.28 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08048909B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-15d35e15edf44b6e8049fa9d3f602748 |
| Source note | uspto-grants-2011_11 |