Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Selectfluor | HCID 2724933 | — |
| Reactant | HCID 178501043 | HCID 178501043 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178501073 | HCID 178501073 | 13% |
Reaction Steps
A mixture of trans-4-(5-methyl-isoxazol-3-yl)-cyclohexanecarboxylic acid methyl ester (250 mg, 1.12 mmol) and Selectfluor® (476 mg, 1.34 mmol) in acetonitrile (5.6 ml) was heated at 90° C. for 20 h. After cooling to room temperature the reaction mixture was partitioned between ethyl acetate (50 ml) and water (25 ml). The layers were separated. The aqueous layer was extracted with two 50 ml-portions of ethyl acetate. The combined organic layers were washed with one 25 ml-portion of water/brine (1:1), dried over anhydrous sodium sulfate and concentrated in vacuo. Purification with n-heptane/tert-butyl methyl ether as eluent gave the title compound (35 mg, 13%) as light yellow oil. MS m/e: 241 ([M+H]+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08513238B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-0d7f73e78baa4e548525d8dc64ab37eb |
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| Source note | uspto-grants-2013_08 |
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