Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldiphenylchlorosilane | HCID 94078 | — |
| Reactant | (1,4-Dibenzylpiperazin-2-yl)methanol | HCID 10827800 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22710652 | HCID 22710652 | — |
Reaction Steps
In N,N-dimethylformamide (20 ml) were dissolved 1,4-dibenzyl-2-hydroxymethylpiperazine (1.11 g) and imidazole (347 mg). Under ice cooling, tert-butylchlorodiphenylsilane (1.17 ml, 1.24 g) was added to the reaction mixture, followed by stirring at room temperature for 14.5 hours. The solvent was distilled off under reduced pressure. The residue was extracted with ethyl acetate and a saturated aqueous solution of sodium bicarbonate. The organic layer was then washed with saturated aqueous NaCl solution, dried over anhydrous sodium sulfate and distilled under reduced pressure to remove the solvent. The residue was subjected to column chromatography (hexane:ethyl acetate=9:1→8:2) using as a carrier silica gel, whereby the title compound (1.42 g) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06747023B1 |
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| Source dataset | uspto-grants-2004_06 |
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| ORD ID | ord-44d2c79d0a774ad486676398dc607ff5 |
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| Source note | uspto-grants-2004_06 |
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