Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Oxalate | HCID 7268 | — |
| Reactant | HCID 10802515 | HCID 10802515 | — |
| Reactant | Potassium ethoxide | HCID 23670592 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 54188747 | HCID 54188747 | 53.5% |
Reaction Steps
Diethyl oxalate, 1.20 g (7.92 mmol), was added dropwise to a suspension of 0.67 g (7.92 mmol) of potassium ethoxide in diethyl ether (50 ml) at room temperature. Subsequently 2.00 g (7.20 mmol) of 3-benzyloxy-6-chloro-2-nitrotoluene was added to the mixture followed by stirring for 4 hours at room temperature. The reaction solution was poured onto 1N hydrochloric acid and the mixture was extracted twice with diethyl ether. The combined extracts were washed with saturated sodium chloride solution. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was isolated and purified by silica gel column chromatography to give 1.60 g (53.5%) of ethyl (3-benzyloxy-6-chloro-2-nitrophenyl)pyruvate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06248772B1 |
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| Source dataset | uspto-grants-2001_06 |
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| ORD ID | ord-b08d6fe72a0548ab8d2327565ca07783 |
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| Source note | uspto-grants-2001_06 |
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