Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 22678392 | HCID 22678392 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 22678342 | HCID 22678342 | 80.5% |
Reaction Steps
12.0 g of 1-[(2-methoxy-3-pyridyl)methyl]-4-[2-hydroxy-2-(2-thienyl)ethyl]piperidine and 30.2 ml of triethylamine were dissolved in 72 ml of dimethyl sulfoxide, and a mix solution of 17.2 g of sulfur trioxide-pyridine complex and 90 ml of dimethyl sulfoxide was added dropwise thereinto under ice-cooling. After completion of the dropwise addition, the mixture was further stirred at room temperature for 30 minutes. An aqueous sodium bicarbonate was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was purified by silica gel column chromatography (ethyl acetate:hexane=1:1), to give 9.6 g of the title compound as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06784192B2 |
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| Source dataset | uspto-grants-2004_08 |
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| ORD ID | ord-d360fd52fa5946069d9abb19a85694d8 |
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| Source note | uspto-grants-2004_08 |
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