Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ethyl 2-chloro-3-oxohexanoate | HCID 11424094 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22298443 | HCID 22298443 | 72.3% |
Reaction Steps
Ethyl 2-chloro-3-oxohexanoate (2.5 g, 13 mmol), methanol (7.5 ml) and water (0.75 ml) were mixed, and nitrogen substitution was carried out after reducing the pressure. The above catalyst solution was added thereto, and hydrogen substitution (3 atmospheres) was carried out under reduced pressure. The mixture was stirred at 70° C. for 14 hours. After the mixture was cooled to room temperature, the solvent was evaporated away under reduced pressure. The concentrated matter was purified by silica gel column chromatography to obtain the title compound as a colorless oil (1.83 g, yield: 72%) ((2S,3R):(2S,3S):(2R,3S):(2R,3R)=6.2:58.5:33.2:2.2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07834190B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-8f2a9aadef7a4c1b971c7dc56892c4ea |
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| Source note | uspto-grants-2010_11 |
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