HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(2'-Cyanobiphenyl-4-yl)methyl-N-(2-methoxy-6-nitrophenyl)valeramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4'-(Bromomethyl)-2-cyanobiphenyl | HCID 1501912 | — |
| Reactant | N-(2-Methoxy-6-nitrophenyl)valeroamide | HCID 19792196 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(2'-Cyanobiphenyl-4-yl)methyl-N-(2-methoxy-6-nitrophenyl)valeramide | HCID 19792111 | — |
Reaction Steps
To a solution of N-(2-methoxy-6-nitrophenyl)valeramide (3.2 g) in DMF (15 ml) was added, under ice-cooling, sodium hydride (60% oil, 0.61 g). The mixture was stirred for 20 minutes and then there was added 4-(2-cyanophenyl)benzyl bromide (3.5 g), followed by stirring for one hour at room temperature. To the reaction mixture was added water, which was extracted with ethyl acetate. The organic layer was washed with water and dried. The solvent was distilled off, and the residue was purified by column chromatography on silica gel to give a yellow oil (5.8 g, quantitatively).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05250554 |
| Source dataset | uspto-grants-1993_10 |
| ORD ID | ord-f2926a91d7cf479eb930fde0a02b6438 |
| Source note | uspto-grants-1993_10 |