Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86634962 | HCID 86634962 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86634961 | HCID 86634961 | 59.9% |
Reaction Steps
Under nitrogen atmosphere, a mixture of 0.57 g of methyl (1R)-trans-3-[(E)-3-methoxyimino-2-methyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylate, 7.5 ml of 1 mol/L sodium hydroxide aqueous solution and 7.5 ml of methanol was stirred at 60° C. for 3 hours. Then, water was added to the reaction mixture, and the mixture was washed with diethyl ether. 1 mol/L hydrochloric acid was added to the resultant aqueous layer to make the layer acidic, and extraction with diethyl ether was performed, then, the organic layer was dried over anhydrous magnesium sulfate, then, filtrated. The filtrate was concentrated under reduced pressure, then, the residue was subjected to silica gel column chromatography to obtain 0.32 g of (1R)-trans-3-[(E)-3-methoxyimino-2-methyl-1-propenyl]-2,2-dimethylcyclopropanecarboxylic acid:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08039499B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-625fb2ca72614d2fb773358529d87216 |
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| Source note | uspto-grants-2011_10 |
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