Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 12988892 | HCID 12988892 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 12988893 | HCID 12988893 | 137.6% |
Reaction Steps
A mixture of 4-[N-(1-benzyl-piperidin-3-yl)-amino]-N,N-diethyl benzamide (compound 13) (0.29 mg, 0.79 mmol), Ph3Bi (0.87 g, 1.98 mmol), and Cu(OAc)2 (0.36 g, 1.98 mmol) in toluene (5 mL) was heated at 110° C. for 12 h and allowed to cool to room temperature. Water (5 mL) was added and the mixture filtered through Celite®. The layers in the filtrate were separated and the organic phase washed with water, brine, dried over Na2SO4 and concentrated. Chromatography of the residue (9:1 EtOAc/heptane) gave the title compound 14 (0.24 g, 67%) as a pale yellow viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06399635B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-c196e745f4264f0c8f769d54ea4f9b15 |
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| Source note | uspto-grants-2002_06 |
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