Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | HCID 86650339 | HCID 86650339 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86650338 | HCID 86650338 | 85.4% |
Reaction Steps
To 20 mL of a 50% aqueous acetic acid solution, 1.85 g of 8-(3,3-dicyano-6,6,6-trifluorohexyl)-1,4-dioxaspiro[4.5]decane was added, followed by stirring at 50° C. for 8 hours under a nitrogen atmosphere. To the reaction mixture was added 100 mL of water, followed by extraction twice with 100 mL of ethyl acetate. The combined organic layer was washed sequentially with 100 mL of a saturated aqueous sodium hydrogen carbonate solution and 100 mL of a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 1.37 g of 4-(3,3-dicyano-6,6,6-trifluorohexyl)cyclohexanone represented by the following formula:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08344163B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-e951506a25f6443da2c49b7d00381e44 |
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| Source note | uspto-grants-2013_01 |
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