HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → 3-(2-Methylcyclopropyl)-3-oxopropanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Ethyl 2-methylcyclopropanecarboxylate | HCID 89405 | — |
| Reactant | Potassium 2,2-dimethylpropan-1-olate | HCID 23675521 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(2-Methylcyclopropyl)-3-oxopropanenitrile | HCID 43115673 | — |
Reaction Steps
Acetonitrile (0.102 mL, 1.95 mmol) was dissolved in THF. Potassium 2,2-dimethylpropan-1-olate (3.44 mL, 5.85 mmol) was added, followed by addition of ethyl-2-methylcyclopropanecarboxylate (1.0 g, 7.80 mmol). After five minutes, the reaction mixture was quenched with 1N HCl and then partitioned with EtOAc. The organic layer was washed with water (3×), brine, dried over Na2SO4 and concentrated to give 3-(2-methylcyclopropyl)-3-oxopropanenitrile as an oil, which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394795B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-cddf1b2ef8ff487eaa7b4c61292d63a7 |
| Source note | uspto-grants-2013_03 |