HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-Acetyl-4-chloro-3',5'-difluoro-3-methylbiphenyl-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 6-Acetyl-4-chloro-3',5'-difluoro-3-methylbiphenyl-2-carbonitrile | HCID 86666793 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 6-Acetyl-4-chloro-3',5'-difluoro-3-methylbiphenyl-2-carboxamide | HCID 86666794 | 29% |
Reaction Steps
A mixture of 6-acetyl-4-chloro-3′,5′-difluoro-3-methylbiphenyl-2-carbonitrile (0.20 g, 0.65 mmol) and potassium hydroxide (0.074 g, 1.3 mmol) in ethanol (0.9 mL) was refluxed for 2 hours. After cooled, the mixture was acidified with 1 N HCl and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over magnesium sulfate, and evaporated to dryness under reduced pressure. The crude mixture was purified on silica gel, eluting with 0 to 80% ethyl acetate in hexane, to yield the desired product (61 mg, 29%). LCMS calculated for C16H13ClF2NO2 (M+H)+: m/z=324.1. found: 324.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096600B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-2c15d3ac0b7648f5a2f31fe81c96bb93 |
| Source note | uspto-grants-2015_08 |