HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → HCID 70979516, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Methyl 2-chloro-5-(trifluoromethyl)benzoate | HCID 15010065 | — |
| Reactant | Potassium t-amylate | HCID 23683543 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 70979516 | HCID 70979516 | 83.4% |
Reaction Steps
Potassium tert-pentoxide 1.7 M in toluene (7.35 mL, 12.5 mmol) was added drop wise to a solution of methyl 2-chloro-5-(trifluoromethyl)benzoate (2.0 g, 8.38 mmol) and ACN (1.32 mL, 25.15 mmol) in anhydrous toluene (30 mL). The mixture was stirred at room temperature for 20 min, then diluted with HCl 1 N (20 mL), water (75 mL) and EtOAc (100 mL). The organic layer was separated, washed with water (50 mL×2) and brine (50 mL×2), dried over sodium sulfate and concentrated. Column chromatography on silica gel (0 to 20% EtOAc/hexane) provided the title compound (1.73 g, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09283224B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-97ba49a2081c4670bdec06dd641b6f52 |
| Source note | uspto-grants-2016_03 |