Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Phenylpiperidin-4-ol | HCID 96387 | — |
| Reactant | HCID 19029315 | HCID 19029315 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19029391 | HCID 19029391 | 40.3% |
Reaction Steps
N-(4-Chlorophenyl)-beta-(2-methanesulfonyloxyethyl)-N-methyl-benzenepropanamide (1.44 g) in DMF (10 mL) was treated with 4-phenyl-4-hydroxypiperidine (1.61 g) and the mixture heated at 80° C. for 2 hours. The cooled reaction mixture was diluted the EtOAc (50 mL) and water (50 mL) and the aqueous phase removed. The aqueous layer was extracted with EtOAc (2×50 mL) and the combined organic extracts, washed with water (50 mL), dried over MgSO4, filtered and concentrated under reduced pressure to give an oil. Silica gel chromatography eluting with 10% MeOH:CH2Cl2 gave the title compound (0.7 g). Mass spectrum (FAB): 477.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05654316 |
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| Source dataset | uspto-grants-1997_08 |
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| ORD ID | ord-ce30c5096f3e4ce69d63b56475d2e858 |
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| Source note | uspto-grants-1997_08 |
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