Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Oxide | HCID 6354 | — |
| Reactant | Methyl Isobutyl Ketone | HCID 7909 | — |
| Reactant | 4-Piperidinecarbonitrile, 4-phenyl- | HCID 181138 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 20374276 | HCID 20374276 | — |
Reaction Steps
A mixture of 8.0 parts of 4-phenylisonipecotonitrile, 41.8 parts of 4-methyl-2-pentanone, 4.3 parts of ethylene oxide and 79.2 parts of ethanol is heated in a sealed citric bottle at about 60° C. for 7 days. The resulting solution is cooled, the solvent is evaporated under reduced pressure and the residual material is partitioned between diluted sodium hydroxide and ether. The ether layer is then separated and extracted with diluted HCl. The acid layer is then made alkaline with aqueous sodium hydroxide and the resulting mixture is extracted with ether. The ether layer is dried over sodium sulfate and potassium carbonate and evaporated in vacuum. The residue is crystallized from a mixture of ether and n-pentane to give 1-(2-hydroxyethyl)-4-phenylisonipecotonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04069223 |
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| Source dataset | uspto-grants-1978_01 |
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| ORD ID | ord-7fe34422ae834906a0a0fb93ddfe7368 |
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| Source note | uspto-grants-1978_01 |
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