Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dibenzylamine | HCID 7656 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Bromopinacolone | HCID 21642 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 57516721 | HCID 57516721 | 48.5% |
Reaction Steps
(2.15 ml, 16.8 mmol) Dibenzylamine was dissolved in acetonitrile (30 ml). Potassium carbonate (2.3 g, 16.8 mmol, 1.5 equiv.) and 1-bromo-3,3-dimethylbutan-2-one (1.5 ml, 11.2 mmol, 1.0 equiv.) were added and the mixture was stirred for 16 hours at 90° C. The reaction mixture was extracted with sat. NaHCO3-solution and two times EtOAc. The organic layers were extracted with water, dried over Na2SO4, filtered and evaporated to dryness. The crude material was purified by flash chromatography on silica gel (70 gr, ethyl acetate/heptane gradient, 0:100 to 100:0). The desired 1-(dibenzylamino)-3,3-dimethylbutan-2-one (1.6 g, 48.5% yield) was obtained as a yellow oil, MS: m/e=296.3 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08618296B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-035517923f0646f2aeec9c897942edea |
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| Source note | uspto-grants-2013_12 |
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