Iodine → 2-((benzyloxy)methyl)-4-iodo-5-isopropyl-1H-imidazole

(2)In 250 ml of methylene chloride was dissolved 70 g (304 mmol)of 2-(benzyloxymethyl)-4-isopropyl-1H-imidazole (3c). Then, an aqueous solution prepared by dissolving 13 g of sodium hydroxide in 160 ml of water was added at 0° C. and the mixture was stirred for 5 minutes. Then, a solution of iodine (49 g, 386 mmol)in methylene chloride (350 ml)-methanol (150 ml)was added at 0° C. and the mixture was then stirred at room temperature for 20 minutes. To this reaction mixture was added an aqueous solution of sodium sulfite and the mixture was extracted with methylene chloride. The extract was washed with saturated brine, dried over dry sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to provide 2-benzyloxymethyl-5-iodo-4-isopropylimidazole (4c). Yield 93 g (85.5%).

1. customThen, an aqueous solution prepared
2. additionwas added at 0° C.
3. stirringthe mixture was then stirred at room temperature for 20 minutes
4. extractionthe mixture was extracted with methylene chloride
5. washThe extract was washed with saturated brine
6. dry with materialdried over dry sodium sulfate
7. filtrationfiltered
8. concentrationThe filtrate was concentrated under reduced pressure

ORD record

ord-f8f5cb3a891e4fa5acbc5b113aaebb27

Source dataset

uspto-grants-1999_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05910506