HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-(3-methyl-4-nitrobenzyl)-2-(trifluoroacetyl)-1H-pyrrole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Alpha-chloro-3-methyl-4-nitrotoluene | HCID 87687 | — |
| Reactant | Ethanone, 2,2,2-trifluoro-1-(1H-pyrrol-2-yl)- | HCID 137637 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(3-methyl-4-nitrobenzyl)-2-(trifluoroacetyl)-1H-pyrrole | HCID 59210403 | 90.9% |
Reaction Steps
2-(Trifluoroacetyl)-1H-pyrrole (0.97 g) was added to DMF solution (10 ml) of 60% sodium hydride (0.16 g) and the mixture was stirred at room temperature for 30 minutes. 3-Methyl-4-nitrobenzyl chloride (1.0 g) was added thereto and the mixture was stirred at room temperature for 2 hours. The reaction solution was diluted with ethyl acetate and washed with water and saturated aqueous solution of sodium chloride. After drying the organic layer with magnesium sulfate, the solvent was distilled off under the reduced pressure and the obtained residue was purified by silica gel column chromatography to obtain 1-(3-methyl-4-nitrobenzyl)-2-(trifluoroacetyl)-1H-pyrrole (1.53 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07674807B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-1d9ebad4efec4517874fe4a38195b6bc |
| Source note | uspto-grants-2010_03 |