Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Heptylcyclopentanone | HCID 8710 | — |
| Reactant | Tosylmethyl isocyanide | HCID 161915 | — |
| Reactant | HCID 178418922 | HCID 178418922 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 67338758 | HCID 67338758 | 63.2% |
Reaction Steps
27.6 g of tosylmethyl isocyanide and 20 g of 2-heptylcyclopentanone were dissolved in 400 ml of 1,2-dimethoxyethane and 10 ml of ethanol. The solution was cooled to 0° C. with an ice-bath, and 29 g of tBuOK were added in 1 hour maintaining the temperature between 0 and 10° C. After completion of the reaction, the reaction mixture was poured into water and extracted with cyclohexane. The organic layer was washed 3 times with water until neutral pH. Purification by bulb-to-bulb distillation (150° C./0.06 mbar) gave 13.4 g of the pure 2-heptylcyclopentanecarbonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08003084B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-6d2e225cc4df46469c8963cb9ce09185 |
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| Source note | uspto-grants-2011_08 |
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