HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroglyoxylate → Methyl 2-oxo-2-[[4′-(trifluoromethoxy)[1,1′-biphenyl]-4-yl]amino]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroglyoxylate | HCID 79846 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4'-Trifluoromethoxy-biphenyl-4-ylamine | HCID 2760727 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 2-oxo-2-[[4′-(trifluoromethoxy)[1,1′-biphenyl]-4-yl]amino]acetate | HCID 59820921 | 91.6% |
Reaction Steps
A solution of methyl chloroglyoxylate (2.98 ml, 32.4 mmol) in dichloromethane (10 ml) was added dropwise at a slow speed to a mixture of 4-amino-4′-(trifluoromethoxy)biphenyl (5.476 g, 21.6 mmol), sodium hydrogencarbonate (3.62 g, 43.2 mmol), dichloromethane (40 ml) and water (40 ml), and stirred at 0° for 2 hours. The reaction mixture was diluted with water, and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (6.71 g, 91.5%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07884234B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-2b5384987c03430c8f946f4c436ac0cc |
| Source note | uspto-grants-2011_02 |