HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxy-5-(1-hydroxyethyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 5-acetyl-N-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxybenzamide | HCID 10385761 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxy-5-(1-hydroxyethyl)benzamide | HCID 11338361 | 78.3% |
Reaction Steps
5-Acetyl-N-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxybenzamide (50.5 mg, 0.13 mmol) was suspended in ethanol (2 mL). Sodium borohydride (23.6 mg, 0.62 mmol) was added, and the mixture was stirred at room temperature for 12 hours. The reaction mixture was poured into diluted hydrochloric acid and extracted with ethyl acetate. After the organic layer was washed with water and brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation under reduced pressure was washed with isopropyl ether/n-hexane under suspension to give the title compound (39.7 mg, 78.3%) as white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263657B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-1315fe950d8140b1b3dcaf93f1cccb15 |
| Source note | uspto-grants-2012_09 |