HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 3908440, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Difluoroaniline | HCID 9709 | — |
| Reactant | Ethoxalyl chloride | HCID 20884 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 3908440 | HCID 3908440 | 89.5% |
Reaction Steps
To a solution of 2,4-difluoroaniline (10 g, 77 mmol) and triethylamine (12.95 mL, 93.00 mmol) in THF (50 mL) was added ethyl 2-chloro-2-oxoacetate (9.05 mL, 81.0 mmol) drop wise at 0° C. A white solid precipitated instantly. The reaction mixture was stirred at rt for 1 h. The solvent was evaporated, and Et2O was added. The solution was washed with 1N HCl (20 mL), saturated NaHCO3 and then brine, then the organic layer dried over MgSO4, filtered and concentrated to give Intermediate 11A (15.8 g, 68.9 mmol, 89.0% yield) as a white crystalline solid. HPLC/MS (Method L) RT=1.58 min, [M+H]+ 230.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952180B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-6413678511e1406f9876fd73fa2697bb |
| Source note | uspto-grants-2015_02 |