HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 59370515, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-Fluoro-3-formyl-2-(trifluoromethyl)benzonitrile | HCID 71333106 | — |
| Reactant | 4-Fluoro-5-formyl-2-(trifluoromethyl)benzonitrile | HCID 86257252 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 59370515 | HCID 59370515 | 44.7% |
Reaction Steps
To a solution (15 mL) of a mixture (1.01 g) of 4-fluoro-5-formyl-2-(trifluoromethyl)benzonitrile and 4-fluoro-3-formyl-2-(trifluoromethyl)benzonitrile (3:1) in tetrahydrofuran was added sodium borohydride (400 mg) at 0° C., and the mixture was stirred at room temperature for 12 hr. Saturated brine was added to the reaction mixture, and the mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane-ethyl acetate=5:1→1:4) to give the title compound as a yellow oil (yield: 456 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592452B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-e29e1666441f44a3bd3e3e7fb7beeb73 |
| Source note | uspto-grants-2013_11 |