HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → Methyl 3-((2-hydroxy-2-methylpropyl)amino)-4-nitrobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Propanol, 1-amino-2-methyl- | HCID 95102 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 3-fluoro-4-nitrobenzoate | HCID 592761 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 3-((2-hydroxy-2-methylpropyl)amino)-4-nitrobenzoate | HCID 66690227 | — |
Reaction Steps
To a solution of methyl 3-fluoro-4-nitrobenzoate (2.0 g, 10.04 mmol) in DMSO (10.04 mL) was added cesium carbonate (9.82 g, 30.1 mmol) and 1-amino-2-methylpropan-2-ol (0.985 g, 11.05 mmol). The reaction mixture was stirred at ambient temperature for 30 min. Saturated sodium bicarbonate and EtOAc were added to the mixture. The aqueous layer was extracted EtOAc (3×). The combined organics were washed with brine, dried over magnesium sulfate, filtered and concentrated to give the title compound without further purification (3.18 g): LC-MS [M+1]=269.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238647B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-d9b5bc4cb38c4413901d1731512f56f2 |
| Source note | uspto-grants-2016_01 |