Reaction #8481

Reaction equation

epichlorohydrin

product

2-[4-hydroxyphenyl]-8-methylimidazo[1,2-a]pyridine

potassium hydroxide

→

title compound

2-[4-[(2,3-Epoxy)propoxy]phenyl]-8-methylimidazo[1,2-a]pyridine

Solvents

dichloromethane

methanol

Conditions

Workup

1. 1
   Filtrationfiltered
2. 2
   Washthe filtrate washed with water
3. 3
   Otherdried
4. 4
   Filtrationsodium sulfate filtered
5. 5
   Otherevaporated

Procedure

The product of Step B (27 g) in methanol (500 mL) was treated with potassium hydroxide (14 g) and stirred at ambient temperature for 2 hours. To this solution was then added epichlorohydrin (9.4 mL) and the mixture stirred for an additional 48 hours. The reaction mixture was diluted with dichloromethane, filtered and the filtrate washed with water, dried, sodium sulfate filtered and evaporated to afford the title compound (18.2 g).

Source