HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitric Acid → 4-((benzyloxy)methyl)-1-(1-methyl-4-nitro-1H-pyrazol-3-yl)pyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-((benzyloxy)methyl)-1-(1-methyl-1H-pyrazol-3-yl)pyrrolidin-2-one | HCID 118061246 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-((benzyloxy)methyl)-1-(1-methyl-4-nitro-1H-pyrazol-3-yl)pyrrolidin-2-one | HCID 118060780 | — |
Reaction Steps
To a mixture of fuming nitric acid (0.32 mL) and acetic anhydride (5.0 mL) was added 4-((benzyloxy)methyl)-1-(1-methyl-1H-pyrazol-3-yl)pyrrolidin-2-one (1.1 g) under ice-cooling. The reaction mixture was stirred under ice-cooling for 1 hr, water was added thereto, and the mixture was neutralized with 8M aqueous sodium hydroxide solution, and extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321757B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-3259c3e34ab44f0483cd556466cca767 |
| Source note | uspto-grants-2016_04 |