Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Phosphorus oxide (P4O10) | HCID 14812 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 68688953 | HCID 68688953 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68693305 | HCID 68693305 | 19% |
Reaction Steps
A mixture of (2S,5R)-methyl 2,4-dibenzyl-5-methylpiperazine-1-carboxylate (0.28 g, 0.83 mmol), phosphorous oxychloride (5.0 ml) and phosphorous pentoxide (0.48 g, 1.6 mmol) was stirred at 100° C. under nitrogen overnight. The reaction was removed from the heat, quenched with ice, and brought to pH 7 to 8 with 1 N NaOH. Extraction with EtOAc (3×) and washing the combined organic layers with brine and drying over MgSO4 afforded 0.11 g of crude product after evaporation of the solvent. Flash chromatography (SiO2, CH2Cl2 to 60% EtOAc in CH2Cl2) afforded pure product (47 mg, 19% yield). MS (ESI) 307 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07244843B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-844a4b94c2a24aefbc0a60ce83be03d1 |
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| Source note | uspto-grants-2007_07 |
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