Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Acetone, oxime | HCID 67180 | — |
| Reactant | Nicotinoyl chloride | HCID 82604 | — |
| Solvent | Ammonia | HCID 222 | — |
| Product | HCID 13812588 | HCID 13812588 | — |
Reaction Steps
To 10 g (0.140 mol) of acetone oxime cooled to -10° C. neat nicotinoyl chloride (40 g, 0.280 mol) was added dropwise under a nitrogen atmosphere. A violent reaction occured and the mixture became quickly solid. The solid was heated to 120° C. for 3 h. After cooling the mixture was dissolved in ice water and ammonia. After addition of 300 ml of ether the mixture was treated with charcoal, filtered, and the ether phase separated. The aqueous phase was extracted with 2×200 ml of ether, and the combined organic phase dried over magnesium sulphate. Removal of solvent in vacuo gave crude 82 as a red oil. Yield: 3.9 g (0.024 mol, 17%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04866077 |
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| Source dataset | uspto-grants-1989_09 |
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| ORD ID | ord-44f1be2201aa411485ae3aa11459aecb |
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| Source note | uspto-grants-1989_09 |
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