Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 22804692 | HCID 22804692 | 55% |
Reaction Steps
The product from (A), (1 g.), was dissolved in water (20 ml.) and sodium carbonate (2 g.) and a solution of p-nitrophenyl chloroformate (3 g.) in acetone (10 ml.) were added with stirring at 0° C. The solution was kept at 3° C. for 16 hours, then acidified with 5N hydrochloric acid and washed several times with ethyl acetate. The aqueous solution was evaporated and the residue was extracted with ethanol and chromatographed on a column of silica eluting with a gradient of chloroform/ethanol to give 6-(S)-(1',2'-dihydroxyethyl)tetrahydro-1,3-oxazin-2-one (0.65 g., 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04107435 |
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| Source dataset | uspto-grants-1978_08 |
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| ORD ID | ord-698c8a9eaa24470b8f9ebf1561e823cf |
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| Source note | uspto-grants-1978_08 |
|---|