Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 1,4-Dichlorobutane | HCID 8059 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178419079 | HCID 178419079 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Water ethanol | HCID 19096565 | — |
| Product | HCID 178453978 | HCID 178453978 | 72.3% |
Reaction Steps
A mixture comprising-500 mg of N-tert-butoxycarbonyl-trans-1,4-cyclohexanediamine, 326 mg of 1,4-dichlorobutane, 805 mg of potassium carbonate, 70 mg of sodium iodide and ethanol-water (8 ml-2 ml) was stirred at 90° C. for 12 days. Water was added to the reaction mixture, and the resulting mixture was extracted with chloroform. The extract was washed with brine, dried over anhydrous sodium sulfate, and then, the solvent was removed under reduced pressure. The obtained residue was purified by silica gel flash column chromatography (solvent: chloroform-methanol-aqueous ammonia=100/5/0.5 to 100/10/0.5) to obtain 453 mg of N-tert-butoxycarbonyl trans-4-(1-pyrrolidinyl)cyclohexylamine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07666869B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-cb55aa6205704461853deecb74282ca2 |
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| Source note | uspto-grants-2010_02 |
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