HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 87426228, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 87426687 | HCID 87426687 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 87426228 | HCID 87426228 | 29% |
Reaction Steps
To a mixture of ethyl 6-(2,2,2-trifluoroethoxy)-5-(trifluoromethyl)nicotinate (250 mg, 0.79 mmol), sodium borohydride (158 mg, 3.94 mmol), and lithium chloride (167 mg, 3.94 mmol) in THF (3 mL) is added ethanol (3 mL), and the mixture is stirred at room temperature for 4 hours. After cooling to 0° C., the reaction is quenched with water (100 mL) and extracted with EtOAc (100 mL). The separated organic layer is dried over sodium sulfate and concentrated in vacuo. The residue is purified by column chromatography on silica gel eluting with n-hexane/EtOAc (5:1) to give 62 mg (29% yield) of the title compound as green oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09302991B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-cc68a7a0ce0b4f2982e9a417d42a905e |
| Source note | uspto-grants-2016_04 |