Реакция #4399

Уравнение реакции

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

sodium hydroxide

→

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

Выход 27.3%

Растворители

methanol

Условия реакции

Обработка

1. 1
   ДругоеThe mixture was evaporated in vacuo
2. 2
   workup.DISSOLUTIONthe residue was dissolved in chloroform
3. 3
   ПромывкаThe solution was washed with brine
4. 4
   Сушкаdried over magnesium sulfate
5. 5
   Другоеevaporated in vacuo
6. 6
   ДругоеThe residue was purified by column chromatography on silica gel (14 g) with a mixture of chloroform and ethyl acetate (15:1) as an eluent

Методика

A solution of 8-(2-methylbenzyloxy)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyridine (0.99 g) and 1N-sodium hydroxide solution (5.65 ml) in methanol (50 ml) was stirred for 72 hours at room temperature. The mixture was evaporated in vacuo and the residue was dissolved in chloroform. The solution was washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by column chromatography on silica gel (14 g) with a mixture of chloroform and ethyl acetate (15:1) as an eluent to give 8-(2-methylbenzyloxy)-3-(1,2-propadienyl)-2-methylimidazo[1,2-a]pyridine (0.27 g).

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