Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Indanol | HCID 22819 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | HCID 18377392 | HCID 18377392 | 72% |
Reaction Steps
1-Indanol (2.3 g, 17 mmol) was dissolved in chloroform (25 ml), and the solution was mixed with thionyl chloride (1.4 ml, 19 mmol) and stirred at 0° C. for 30 minutes and then at room temperature for 30 minutes. The solvent was removed by evaporation from the reaction solution under a reduced pressure, and the thus obtained residue was mixed with t-butoxycarbonylpiperazine (3.1 g, 17 mmol), potassium carbonate (6.0 g, 48 mmol) and potassium iodide (2.8 g, 17 mmol) and stirred overnight at 100° C. in methyl ethyl ketone (100 ml). The reaction solution was mixed with water, the reaction product was extracted with ethyl acetate, washed with water and saturated brine and dried with anhydrous sodium sulfate, the solvent was removed by evaporation under a reduced pressure, and the thus obtained material was separated and purified by a silica gel column chromatography to obtain 3.6 g (12 mmol, 72%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06498251B1 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-69d16cffee99436e86c72af1ffee1205 |
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| Source note | uspto-grants-2002_12 |
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