Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Oxalate | HCID 7268 | — |
| Reactant | 1-(2,4,6-Trimethylphenyl)butan-1-one | HCID 251160 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 15870414 | HCID 15870414 | 53.2% |
Reaction Steps
Sodium (1.0 g, 42.1 mmol, spheres ) was cautiously added to 25 mL of absolute EtOH with stirring. After the sodium had dissolved, diethyl oxalate (6.0 g, 42.1 mmol) was added dropwise to the resulting solution at 0° C., followed by addition of a solution of 2',4',6'-trimethylbutyrophenone (8 g, 42.1 mmol) in 5 mL of absolute EtOH. The reaction mixture was slowly warmed to 50° C. and stirred overnight. The solvent was then evaporated. The resulting residue was washed with hexane, diluted with water, acidified with 1 N HCl, and then extracted with ether. The extracts were washed with brine, dried over Na2SO4 and concentrated to give 6.5 g of an oil which was used in the next reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05973152 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-293e85f8c8d64c548a51c90d4477fd4d |
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| Source note | uspto-grants-1999_10 |
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