HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 66654500, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acetoxyacetyl chloride | HCID 26297 | — |
| Reactant | 4-amino-2-(trifluoromethoxy)benzonitrile | HCID 23068112 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66654500 | HCID 66654500 | 83.2% |
Reaction Steps
Triethylamine (6.5 g, 64.2 mmol) was added to a stirred solution of 4-amino-2-[(trifluoromethyl)oxy]benzonitrile (Intermediate 51, 6.5 g, 32.2 mmol) in DCM (100 mL) at 0° C. and the mixture was stirred for 15 min. Chloro-2-oxoethyl acetate (5.2 g, 38.1 mmol) was added at 0° C. and stirring was continued for 4 hr at room temperature. The reaction mixture was diluted with DCM and washed with ice-water, saturated aq. NaHCO3 solution and brine solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the crude product. This was purified by column chromatography (100-200 mesh silica gel), eluting with 30% EtOAc/pet ether to give the title compound (8.10 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115132B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-4c1b513b8d5942c2b49bcf8582102131 |
| Source note | uspto-grants-2015_08 |