HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 649343Generated: October 30, 2026
Pinacolone → methyl 5,5-dimethyl-2,4-dioxohexanoate
https://huagongshe.com/reaction/649343
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pinacolone | HCID 6416 | — |
| Reactant | Chlorobenzene | HCID 7964 | — |
| Reactant | Dimethyl oxalate | HCID 11120 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | methyl 5,5-dimethyl-2,4-dioxohexanoate | HCID 4016750 | — |
Reaction Steps
198 g of methanolic sodium methyate solution (30% strength by weight) are added to 400 g of chlorobenzene. The methanol is distilled off at 65° C. in the course of 1 hour. The mixture is cooled to 10° C. and 118 g (1 mol) of molten oxalic acid dimethyl ester are introduced in the course of 1 hour. Thereafter, 100 g (1 mol) of pinacolin are allowed to run in and the mixture is subsequently stirred at room temperature for 15 minutes. It is heated, and the methanol formed in the reaction is distilled off in the course of 2 hours. Neutralisation with sulphuric acid, separation of the phases and distillation of the organic phase gives 165 g of pivaloylpyruvic acid methyl ester (87.8% of the theoretical yield). Purity: 99.0%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04739104 |
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| Source dataset | uspto-grants-1988_04 |
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| ORD ID | ord-c677b96512394f8aad7c3b4cc269a35a |
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| Source note | uspto-grants-1988_04 |
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