HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Nitropropane → HCID 90300729, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Nitropropane | HCID 7903 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Sodium chloride; water | HCID 57417360 | — |
| Reactant | HCID 86729778 | HCID 86729778 | — |
| Product | HCID 90300729 | HCID 90300729 | 84% |
Reaction Steps
A solution of the compound obtained in Step 1 of Example 48 (1.2 g, 5.44 mmol) and DBU (0.984 mL, 6.53 mmol) in 1-nitropropane (2.420 mL, 27.19 mmol) was stirred at 60° C. for 2 hr. To the reaction solution was added brine at room temperature, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 30% ethyl acetate/hexane) to give N-(3-chloro-4-cyanophenyl)-3-methyl-4-nitrohexanamide (1.420 g, 4.58 mmol, 84%) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120776B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-98f1401b8d8b427597d76c7180ec1b7a |
| Source note | uspto-grants-2015_09 |