Water → (5-chloro-1-methyl-1H-imidazol-4-yl)methanol

To a 0° C. solution of 5-chloro-1-methyl-1H-imidazole-4-carbaldehyde (475 mg, 3.3 mmol) in anhydrous methanol (50 mL) was added sodium borohydride (190 mg, 5.0 mmol). The reaction mixture was stirred at room temperature for 4 hours. Water (25 mL) was added. The mixture was evaporated. The resultant residue was treated with EtOAc (20 mL). The mixture was extracted with water (5 mL). The organic extract was dried over MgSO4, filtered, evaporated, and dried in vacuo, affording (5-chloro-1-methyl-1H-imidazol-4-yl)methanol (397 mg, 82% yield). The product was used without further purification.

1. customThe mixture was evaporated
2. additionThe resultant residue was treated with EtOAc (20 mL)
3. extractionThe mixture was extracted with water (5 mL)
4. extractionThe organic extract
5. dry with materialwas dried over MgSO4
6. filtrationfiltered
7. customevaporated
8. customdried in vacuo

ORD record

ord-95ad083ccaca4f9d9cd837ac9448996b

Source dataset

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09315521B2