Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Pentenenitrile | HCID 11604 | — |
| Catalyst | Dicobalt Octacarbonyl (stabilized with 1-5% Hexane) | HCID 25049 | — |
| Solvent | HCID 178418416 | HCID 178418416 | — |
| Product | Methyl 5-cyanopentanoate | HCID 554130 | 75.1% |
Reaction Steps
A mixture of 8.1 parts of 4-pentenonitrile, 1.4 parts of dicobalt octacarbonyl, 2.6 parts of pyridine, 8 parts of methanol and 30 parts of acetone is reacted in the same way as in Example 1. The pressure is brought to 200 bars by forcing in carbon monoxide at room temperature. The autoclave is heated to 160° C, the pressure is raised to 300 bars by forcing in further carbon monoxide, and the autoclave is shaken for two hours under these conditions. Fractional distillation of the material discharged from the autoclave gives 10.6 parts of 5-cyanovaleric acid methyl ester (75.1% of theory); boiling point 122°-124° C/11 mm Hg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04060543 |
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| Source dataset | uspto-grants-1977_11 |
|---|
| ORD ID | ord-f9c20d1089c1415ba4841aa3e5adb3f6 |
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| Source note | uspto-grants-1977_11 |
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