반응 #4401

반응 방정식

sodium hydride

8-(2-methylbenzyloxy)-3-trimethylammoniomethyl-2-methylimidazo[1,2-a]pyridine iodide

→

8-(2-methylbenzyloxy)-3-(2-propynyloxymethyl)-2-methylimidazo[1,2-a]pyridine

수율 110.8%

용매

2-propynyl alcohol

반응 조건

후처리

1. 1
   온도the mixture was heated at 85°-100° C. for 1.5 hours
2. 2
   온도After being cooled
3. 3
   여과the resulting precipitate was collected by filtration
4. 4
   workup.DISSOLUTIONdissolved in methylene chloride
5. 5
   workup.ADDITIONThe solution was treated successively with silica gel (4.5 g) and activated charcoal
6. 6
   기타evaporated in vacuo
7. 7
   기타The crystalline residue was recrystallized from a mixture of ethyl acetate and petroleum ether

실험 절차

To a solution of sodium hydride (63.6% in mineral oil dispersion, 0.285 g) in 2-propynyl alcohol (12 ml) was added 8-(2-methylbenzyloxy)-3-trimethylammoniomethyl-2-methylimidazo[1,2-a]pyridine iodide (3 g) and the mixture was heated at 85°-100° C. for 1.5 hours. After being cooled, the mixture was poured into ice-water and the resulting precipitate was collected by filtration and dissolved in methylene chloride. The solution was treated successively with silica gel (4.5 g) and activated charcoal and evaporated in vacuo. The crystalline residue was recrystallized from a mixture of ethyl acetate and petroleum ether to give 8-(2-methylbenzyloxy)-3-(2-propynyloxymethyl)-2-methylimidazo[1,2-a]pyridine (1.18 g).

출처