Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | HCID 22137407 | HCID 22137407 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 10458941 | HCID 10458941 | 16.4% |
Reaction Steps
To a solution of N-[4-(2-bromo-ethoxy)-phenyl]-2,4,6-trimethyl-N-[3-(tetrahydro-pyran-2-yloxy)-benzyl]-benzenesulfonamide (0.070 g, 0.12 mmol) in 2 mL tetrahydrofuran was added piperidine (0.12 mL, 1.21 mmol). The reaction mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted to a volume of 30 mL with ethyl acetate and was washed with saturated aqueous sodium bicarbonate (2×15 mL) and saturated aqueous sodium chloride (1×15 mL). The organic layer was dried (magnesium sulfate) and concentrated. Medium pressure silica gel chromatography (5% methanol/methylene chloride) afforded 0.010 g of an oil. The oil was further purified by preparative TLC (0.5 mm silica gel layer, eluting with 10% methanol/methylene chloride) to afford 0.003 g of the title compound. MS 509.2 (M+1)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07053212B2 |
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| Source dataset | uspto-grants-2006_05 |
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| ORD ID | ord-298563b5b412478db86f8641af65087d |
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| Source note | uspto-grants-2006_05 |
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