Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Furancarbonyl chloride | HCID 68242 | — |
| Reactant | HCID 59715038 | HCID 59715038 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59715054 | HCID 59715054 | — |
Reaction Steps
To a solution of 2-(acetoxymethyl)-2-[2-[1-[2-[4-(p-toluidino)piperidin-1-yl]ethyl]cyclohexyl]ethyl]-1,4-diacetoxybutane (synthesized in Example 13) (324 mg) dissolved in dichloromethane (4 mL) was added triethylamine (0.16 mL). 2-Furoyl chloride (0.084 mL) was added to the solution under ice cooling, and the temperature was then allowed to rise to room temperature. The solution was stirred for 17 hours. A 10% aqueous citric acid solution was added to the solution and the solution was extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by chromatography [NH silica gel, hexane-ethyl acetate (1:1)] to give the title compound (356 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07375115B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-feb349665b684ab4856d2c5dafcab55e |
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| Source note | uspto-grants-2008_05 |
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