HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → (3,5-Difluoro-4-(methylthio)phenyl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 3,5-Difluoro-4-(methylthio)benzaldehyde | HCID 22746682 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3,5-Difluoro-4-(methylthio)phenyl)methanol | HCID 22746033 | — |
Reaction Steps
Sodium borohydride (25 mg, 0.66 mmol) was added to a 0° C. slurry of the product of step A (124 mg, 0.659 mmol) in methanol (4.39 mL). After 30 min the reaction mixture was warmed to room temperature, and at 1.5 h the reaction was diluted with DCM and quenched with 0.1 N HCl. The aqueous was extracted with DCM (2×) and then washed with saturated aqueous NaCl (1×). The combined organic layer was dried over Na2SO4, filtered and evaporated in vacuo to yield the title compound. 1H NMR (500 MHz, CDCl3) δ 6.81 (d, J 7.5 Hz, 2H), 4.55 (s, 2H), 3.23 (s, 1H), 2.37 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006228B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-0a639cd90cef487a8bfac44a70a43645 |
| Source note | uspto-grants-2015_04 |