HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pentanenitrile, 4,4-dimethyl-3-oxo- → HCID 66644209, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pentanenitrile, 4,4-dimethyl-3-oxo- | HCID 108871 | — |
| Reactant | (Cyclopropylmethyl)hydrazine--hydrogen chloride (1/2) | HCID 43810474 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66644209 | HCID 66644209 | 90% |
Reaction Steps
A mixture of Example 27B (13.5 g, 85 mmol) and 4,4-dimethyl-3-oxopentanenitrile (11.69 g, 93 mmol) in ethanol (50 mL) was refluxed at 90° C. for 6 hours. The mixture was concentrated under reduced pressure and ethyl acetate (20 mL) added to the residue. The white solid precipitate was filtered, washed with ether and dried to yield 17.5 g (90%) of title compound as a white solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.42-0.54 (m, 4H), 1.16-1.27 (m, 1H), 1.28 (s, 9H), 4.02 (d, J=7.12 Hz, 2H), 5.53 (s, 1H), 6.91 (s, 2H), 14.05 (s, 1H); MS (DCI) m/z 294 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859596B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-d470002338e24e90b2fc5c230bad2bfc |
| Source note | uspto-grants-2014_10 |