HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Tert-butyl 2-(3-nitrobenzylamino)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-butyl N-(3-nitrobenzyl)-N-(trifluoroacetyl)glycinate | HCID 57842799 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | Tert-butyl 2-(3-nitrobenzylamino)acetate | HCID 57842741 | 47% |
Reaction Steps
K2CO3 (1.5 g, 11 mmol) was added to a solution of 52B (800 mg, 2.2 mmol) in MeOH/H2O (2:1, 9 mL) and the mixture was refluxed for 2 h. Volatiles were removed in vacuo and the remaining aqueous mixture was extracted with EtOAc. The combined organics were washed with brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by flash chromatography (0% to 100% EtOAc in hexanes) to yield 52C (275 mg, 47%) as a clear oil. MS (ESI) m/z 267.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592331B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-58d357519c404af8a24640ff4a19b0f8 |
| Source note | uspto-grants-2009_09 |