HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzamide → Tert-butyl 2-benzamido-3-oxobutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzamide | HCID 2331 | — |
| Reactant | 1-tert-Butoxy-2-diazonio-3-oxobut-1-en-1-olate | HCID 53814312 | — |
| Catalyst | Di-rhodium tetraacetate | HCID 86657289 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | Tert-butyl 2-benzamido-3-oxobutanoate | HCID 58551885 | 51% |
Reaction Steps
A solution of tert-butyl 2-diazo-3-oxobutanoate (13.1 g, 71.7 mmol) in 1,2-dichloroethane was added over 12 h to a refluxing solution of benzamide (6.16 g, 50.8 mmol) and dirhodium tetraacetate (786 mg, 1.78 mmol) in 1,2-dichloroethane (75 ml). The mixture was evaporated in vacuo and purified by flash chromatography to give tert-butyl 2-benzamido-3-oxobutanoate as a white solid (6.97 g, 51% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492401B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-bf5ddd3aa2284ee0acd08d171cdc48fc |
| Source note | uspto-grants-2013_07 |