Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Ethyl 1,4-dibenzylpiperazine-2-carboxylate | HCID 2736402 | — |
| Reactant | HCID 178418630 | HCID 178418630 | — |
| Product | HCID 23121930 | HCID 23121930 | 24% |
Reaction Steps
To a solution of ethyl 1,4-bis(phenylmethyl)-2-piperazine carboxylate (5.0 g, 15 mmol) in tetrahydrofuran (70 mL) was added dropwise over 20 minutes a 0.5 M solution of cyclopropylmagnesium bromide in tetrahydrofuran (100 mL, 50 mmol) with ice cooling, and the mixture was stirred for 30 minutes with ice cooling. After further stirring at room temperature overnight, to the reaction solution was added an aqueous saturated ammonium chloride solution (300 mL), and the resulting mixture was extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane:ethyl acetate=15:1) to obtain the title compound (1.3 g, yield 24%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07795267B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-35ef84b929f24c6bbcb0f16bec281ed2 |
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| Source note | uspto-grants-2010_09 |
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