Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | HCID 22866838 | HCID 22866838 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53827834 | HCID 53827834 | 60.1% |
Reaction Steps
1.3 g of N-methylmorpholine was added to a suspension containing 3.0 g of N1 -(1-methyl-2-phenylthioethyl)-L-valinamide hydrochloride suspended in 80 ml of methylene chloride, at -15° C. After 1.9 g of phenyl chloroformate was added to the mixture at -15° C., the reaction mixture was allowed to sit and warm naturally to room temperature while being stirred, and was stirred for 15 hours at room temperature. Water was subsequently added to the reaction mixture. After the methylene chloride layer was washed with water, the organic layer was dried over anhydrous magnesium sulfate and the methylene chloride was removed under reduced pressure. The residue was purified by column chromatography on silica gel, thus obtaining 2.3 g of the desired product in the form of a white crystal (yield: 54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05574064 |
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| Source dataset | uspto-grants-1996_11 |
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| ORD ID | ord-16b379ffe51e4da0877b169198d19f1d |
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| Source note | uspto-grants-1996_11 |
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