HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Nitropropane → Ethyl 1-Cyano-2,2-dimethyl-3-isobutylcyclopropanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Nitropropane | HCID 398 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | (E)-Ethyl 2-Cyano-5-methyl-2-hexenoate | HCID 11019475 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 1-Cyano-2,2-dimethyl-3-isobutylcyclopropanecarboxylate | HCID 13429896 | 95.4% |
Reaction Steps
A mixture of 490 mg (2.70 mmoles) of cyanoester 5 (produced in accordance with Example V), 0.25 mL (2.78 mmoles) of 2-nitropropane, and 4.0 mL of an 0.65M solution of sodium ethoxide (prepared from sodium metal and ethyl alcohol) in absolute ethyl alcohol was heated at reflux, protected from atmospheric moisture, for 31/2 hours. The product was isolated as described in the procedure of Example VIII, affording 575 mg (95% yield) of cyclopropanoid cyanoester 14: bp 80°-102° C. (bath temperature, 0.05 mm).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04567265 |
| Source dataset | uspto-grants-1986_01 |
| ORD ID | ord-fe7f73134dc14964b0c58cb8fb44097a |
| Source note | uspto-grants-1986_01 |