HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 57486677, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Carbamic acid, [2-(hydroxyamino)-2-iminoethyl]-, 1,1-dimethylethyl ester (9CI) | HCID 21061511 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57486677 | HCID 57486677 | 93.8% |
Reaction Steps
To a stirred solution of (Z)-tert-butyl 2-amino-2-(hydroxyimino)ethylcarbamate (945 mg, 5 mmol) and EtOAc (2.0 mL, 20.0 mmol) in EtOH (100 mL) was added a solution of NaOEt in EtOH (13 mL, 50.0 mmol) and refluxed for 6 h. The reaction mixture was cooled and all the solvent was evaporated under reduced pressure. The residue was dissolved in water and the aqueous layer was extracted with EtOAc. The combined organic layers were dried on Na2SO4 and concentrated to provide 1.0 g of tert-butyl (5-methyl-1,2,4-oxadiazol-3-yl)methylcarbamate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299267B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-4a6b8d848a56460690e033e369dc021c |
| Source note | uspto-grants-2012_10 |