Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 10882117 | HCID 10882117 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10914002 | HCID 10914002 | — |
Reaction Steps
Phosphorous oxychloride (22 mL, 0.235 moles, 3.0 eq) was added dropwise to a solution of 3-(cyclohexanecarbonyl-amino)-4-oxo-pentanoic acid benzyl ester (26.0 g, 0.078 moles) in DMF (330 mL). The mixture was heated to 90° C. for 30 min, and then cooled to ambient temperature before diluting by slowly adding DI water (600 mL, Caution, exothermic). The mixture was cooled to ambient temperature and extracted with MTBE (3×150 mL). The combined organic phases were washed with DI water, brine (150 mL), dried over MgSO4 and concentrated to obtain 21.1 g as a brown oil. Further purification was not necessary.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06930120B2 |
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| Source dataset | uspto-grants-2005_08 |
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| ORD ID | ord-bdf6dcada32d4dfd8323889c0a629604 |
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| Source note | uspto-grants-2005_08 |
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