Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzophenone | HCID 3102 | — |
| Reactant | 4-Acetylpyridine | HCID 14282 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 66668715 | HCID 66668715 | 3.8% |
Reaction Steps
To a stirred solution of 4-acetylpyridine (1.25 g) in N,N-dimethylacetamide (10 ml) was added NaH (0.413 g, as a 55% suspension in mineral oil) at 0° C. After stirring for 30 min, benzophenone (1.882 g) was added. After 30 min, the cooling bath was removed. The mixture was stirred overnight at room temperature. The mixture was cooled to 0° C. NaH (0.413 g, as a 55% suspension in mineral oil) was added and the mixture was stirred for 3 h. Water and ethyl acetate were added. The pH was adjusted to 8 using 1 M aqueous HCl. The mixture was extracted with ethyl acetate. The organic phase was dried using MgSO4, filtered and concentrated to dryness. The product was purified by chromatography (SiO2, cyclohexane/ethyl acetate 1:0 to 0:1) to give the title compound (119 mg) as a colorless solid, MS (ESI+): m/z=304.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765730B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-408ba13fa8da4a0692264223348e4778 |
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| Source note | uspto-grants-2014_07 |
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