HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 77230165, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 140526496 | HCID 140526496 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 77230165 | HCID 77230165 | 98% |
Reaction Steps
To a stirred suspension of tert-butyl ((3Z)-3-amino-3-{[(2,2-dimethylpropanoyl)oxy]imino}propyl)carbamate, obtained in step II as describe above (51 g; 177 mmol; 1 eq.), in dry THF (1000 ml) under N2, is added dropwise at RT a solution of tetrabutylammonium fluoride solution (177.5 ml; 1 M; 177.5 mmol; 1 eq.) in dry THF (400 ml). At the end of addition, the initial white suspension becomes a yellow solution. The reaction is followed by NMR. After 2 h the reaction is complete. The reaction mixture is poured into EtOAc (1 l) and is washed with water (3×700 ml) and brine (3×700 ml). The organic layer is dried over MgSO4, filtered off and evaporated, affording the title compound as a beige solid (46.6 g, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07799814B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-f9ac00e2e6ca4e97a60cf5c55a9b7620 |
| Source note | uspto-grants-2010_09 |