Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | HCID 20323921 | HCID 20323921 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 20323917 | HCID 20323917 | 73.8% |
Reaction Steps
To a solution of 1.1 g of metallic sodium in 100 ml of anhydrous methanol was added a solution of 12.2 g of methyl 2-hydroxy-3-(2-fluoro-4-biphenylyl)-3-butenoate in 40 ml of anhydrous methanol, and the resulting mixture was refluxed for 20 minutes and then cooled. The reaction liquid was charged with 10 ml of glacial acetic acid, and the methanol was removed therefrom by distillation at a low temperature and under reduced pressure. The residue was charged with ethyl acetate and water, thereby effecting ethyl acetate extraction. The ethyl acetate layer was successively washed with water, aqueous sodium bicarbonate solution and water, and then dried over anhydrous magnesium sulfate. Thereafter, the ethyl acetate was removed by distillation under reduced pressure to obtain 9.0 g of methyl 3-methyl-3-(2-fluoro-4-biphenylyl)-pyruvate. The yield was 73%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04042617 |
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| Source dataset | uspto-grants-1977_08 |
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| ORD ID | ord-b5690aad40f54c4fb13932b230bc0523 |
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| Source note | uspto-grants-1977_08 |
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