Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 2,4-Difluoro-3-formylbenzonitrile | HCID 10607173 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-Cyano-2,6-difluorobenzyl alcohol | HCID 117858314 | — |
Reaction Steps
A stirred solution of 300 mg (3.48 mmol) of 2,4-difluoro-3-formylbenzonitrile (CAS 149489-14-5) in 10 ml of ethanol at 0° C. was admixed with 34 mg (0.89 mmol) of sodium borohydride in portions. After stirring at 0° C. for 1 h, the reaction mixture was mixed with water and extracted three times with methyl tert-butyl ether. The combined organic extracts were washed with water and saturated aqueous sodium chloride solution, and dried with a phase separation cartridge. The solvent was drawn off to dryness under reduced pressure, which gave 280 mg (82% of theory) of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09422285B2 |
|---|
| Source dataset | uspto-grants-2016_08 |
|---|
| ORD ID | ord-af5378c13d4a4c6cb95a22949e8ed655 |
|---|
| Source note | uspto-grants-2016_08 |
|---|