Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dibutylamine | HCID 8148 | — |
| Reactant | Methyl 3-oxovalerate | HCID 121699 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86682302 | HCID 86682302 | 87.4% |
Reaction Steps
0.16 mol (20 ml) of methyl 3-oxovalerate (3-oxo-pentanoic acid methyl ester) and 0.415 mol (70 ml) of dibutylamine were stirred for 3 h at 130° C., where methanol formed was removed via a distillation bridge. Thereafter, excess dibutylamine was distilled on a rotary evaporator, the crude product taken up in 40 ml water and 90 ml of ethanol, with 3 ml 20% HCl adjusted to pH 3 and stirred for 1 h at 50° C. The mixture was again evaporated to dryness, dissolved again in 200 ml ethyl acetate and washed 3 times with 100 ml of water. The organic phase was dried over Na2SO4 and after filtration evaporated in a rotary evaporator to dryness. After drying, 31.8 g of the title compound were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394324B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-681d72c975554385867109a5e8cda5f0 |
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| Source note | uspto-grants-2016_07 |
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