Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | 1-(2-Methoxyphenyl)piperazine | HCID 1346 | — |
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 1-Bromo-4-chlorobutane | HCID 81364 | — |
| Reactant | HCID 66909953 | HCID 66909953 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 44538859 | HCID 44538859 | — |
Reaction Steps
A mixture of 4-hydroxyphenetylalcohol (5 mmol), 1-bromo-4-chlorobutane (5 mmol), and potassium carbonate (15 mmol) was refluxed in 100 ml of acetone for 6 h. This solution was then concentrated in a rotary evaporator and diluted with ethyl acetate. This mixture was then washed with brine, and the resulting organic layer was dried and purified by column chromatography. The product was dissolved in isopropanol (50 ml) and was added with 1-(2-methoxyphenyl)-piperazine (5 mmol), sodium carbonate (15 mmol), and potassium iodide (5 mmol) at 25° C. and the reaction mixture was refluxed for 12 h. This solution was then concentrated in a rotary evaporator and diluted with methylene chloride. This mixture was then washed with brine, and the resulting organic layer was dried and purified by column chromatography. The product was dissolved in THF and was added with imidazole (15 mmol), triphenylphosphine (15 mmol), and diisopropyl azodicarboxylate (15 mmol) dropwise at 0° C. and warmed to room temperature. After 2 h, the solvent was removed and the residue was washed with brine, and then purified by column chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07985752B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-6062813504fb4dde96db55ec2f4e4a09 |
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| Source note | uspto-grants-2011_07 |
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