Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | m-Methylphenylacetonitrile | HCID 76279 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 67453139 | HCID 67453139 | 58% |
Reaction Steps
Sodium methylate (5.40 g, 0.10 mol) is dissolved in ethanol (70 ml) and 3-methyl benzylcyanide (1310 g, 0.10 mol) is added over 2 min. Cyclohexanone (9.80 g, 0.10 mol) is added to the white suspension. The resulting mixture is heated to 85° C. (bath) for 4.5 h. Under icecooling, formic acid (5.0 ml) is added dropwise, upon which the mixture turns colourless. Standard aqueous workup as described in example 1, followed by a short path distillation at 0.05 mbar/157-165° C. yields 12.2 g of product (58% yield), which is further purified by a fine distillation at 0.05 mbar/183° C. to yield 3.95 g (19%) of product as a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07655701B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-671030adcfa7474389ccb1ecfd088c61 |
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| Source note | uspto-grants-2010_02 |
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