Water → (3-Chloropyridin-4-yl)methanol

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.

1. customthe reaction mixture was evaporated
2. extractionThe resultant residue was extracted with EtOAc (3×50 mL)
3. washwashed with brine (2×100 mL)
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. customevaporated
7. customdried in vacuo

ORD record

ord-300ad6f283da4223b84787cdea6d4bf2

Source dataset

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09040538B2