Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 18770378 | HCID 18770378 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18770440 | HCID 18770440 | 60% |
Reaction Steps
Dimethylamine hydrochloride (638 mg; 7.8 mmol), potassium carbonate (1.2 g; 8.7 mmol) and potassium iodide (144 mg; 0.87 mmol) were added to a solution in dimethylformamide (10 ml) of 1,3-bis(1-tert-butoxycarbonyl-4-piperidinyl)-2-(bromomethyl)propane (437 mg; 0.87 mmol) synthesized by the above process, and the mixture was stirred for 4 hours in a bath controlled at 60° C. A 0.1N aqueous solution of sodium hydroxide was added to the reaction mixture to conduct extraction with diethyl ether. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resultant crude oil was purified by column chromatography on silica gel, thereby obtaining 243 mg (yield: 60%) of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06448242B1 |
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| Source dataset | uspto-grants-2002_09 |
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| ORD ID | ord-23d2cdf461d14995b2c3322e080d7a6d |
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| Source note | uspto-grants-2002_09 |
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