HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (3-Chloropyridin-4-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Chloro-4-pyridinecarboxaldehyde | HCID 2762995 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (3-Chloropyridin-4-yl)methanol | HCID 12742466 | 96% |
Reaction Steps
To a 0° C. solution of 3-chloropyridine-4-carbaldehyde (1.08 g, 7.5 mmol) in anhydrous methanol (75 mL) was added sodium borohydride (405 mg, 10.7 mmol). The reaction mixture was stirred at room temperature for 1.5 hours. Water (75 mL) was added, and the reaction mixture was evaporated. The resultant residue was extracted with EtOAc (3×50 mL). The organic extracts were combined, washed with brine (2×100 mL), dried over MgSO4, filtered, evaporated, and dried in vacuo, affording (3-chloropyridin-4-yl)methanol (1.0 g, 96%). The product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040538B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-300ad6f283da4223b84787cdea6d4bf2 |
| Source note | uspto-grants-2015_05 |