Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Chlorobenzenesulfonyl chloride | HCID 7398 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | HCID 12136658 | HCID 12136658 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 12136656 | HCID 12136656 | — |
Reaction Steps
To a solution of 2,2,2-trifluoro-1-[4-(2-methoxyphenyl)piperidin-1-yl] ethanone (0.285 g; 1 mmol), prepared as in Example 1 Step 1, and 4-chlorobenzenesulfonyl chloride (0.210 g; 1 mmol) in 1,2-dichloroethane (2 mL) at 0° C. under nitrogen atmosphere was added, in small portions, aluminum chloride (0.134 g; 1 mmol), and the mixture was refluxed for 18 h. After cooling to 0° C. a solution of 2N HCl (2 mL) was added and the mixture was extracted into dichloromethane (20 mL). The organic phase was dried (Na2SO4), concentrated in vacuo and the residue was purified by column chromatography on silica gel (eluting with hexane-ethyl acetate (7:3, v/v) to give 1-{4-[5-(4-chloro-benzenesulfonyl)2-methoxyphenyl]piperidin-1-yl}2,2,2-trifluoro-ethanone (31) as white solid (0.077 g; 17%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06825202B2 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-a46b368824794a81948f31879e311814 |
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| Source note | uspto-grants-2004_11 |
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