HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → tert-butyl N-(3-nitrobenzyl)-N-(trifluoroacetyl)glycinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | Acetamide, 2,2,2-trifluoro-N-[(3-nitrophenyl)methyl]- | HCID 57842617 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-butyl N-(3-nitrobenzyl)-N-(trifluoroacetyl)glycinate | HCID 57842799 | 61% |
Reaction Steps
tert-Butyl 2-bromoacetate was added to a solution of 52A (950 mg, 3.8 mmol) in DMF (8 mL) with Cs2CO3 (1.5 g, 4.6 mmol) and stirred 15 h. The reaction mixture was diluted with EtOAc, washed with water, brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by flash chromatography (0% to 60% EtOAc in hexanes) to afford 52B (850 mg, 61%) as a clear oil. MS (ESI) m/z 361.3 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592331B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-bb5e8e9ff22845e481c1e6351c88857f |
| Source note | uspto-grants-2009_09 |