HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 2-fluoro-4-(hydroxymethyl)-N-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 2-fluoro-4-formyl-N-methylbenzamide | HCID 90023652 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-fluoro-4-(hydroxymethyl)-N-methylbenzamide | HCID 117977065 | 70.2% |
Reaction Steps
To a solution of 2-fluoro-4-formyl-N-methylbenzamide (0.62 g) in methanol (17 mL) was added sodium borohydride (0.16 g) in small portions, and the mixture was stirred at room temperature for 3 days. To the reaction mixture was added aqueous ammonium chloride, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.44 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315458B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-e09a5fb82f074b23b0af9ca0bc046b54 |
| Source note | uspto-grants-2016_04 |