반응 #4403

반응 방정식

dry ice

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

n-butyllithium

acetic acid

→

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

수율 58.6%

용매

tetrahydrofuran

n-hexane

반응 조건

후처리

1. 1
   기타The resulting precipitates
2. 2
   여과were collected by filtration
3. 3
   세척washed with water
4. 4
   기타recrystallized from methanol

실험 절차

To a solution of 8-benzyloxy-3-(2-propynyloxymethyl)-2-methylimidazo[1,2-a]pyridine (1 g) in tetrahydrofuran (10 ml) was added dropwise 10% solution of n-butyllithium in n-hexane (2.09 ml) at -60° C. under a nitrogen atmosphere. After being stirred for 10 minutes the solution was treated with dry ice (1.4 g), allowed to warm to room temperature, and acidified with diluted acetic acid. The resulting precipitates were collected by filtration, washed with water, and recrystallized from methanol to give 8-benzyloxy-3-(3-carboxy-2-propynyloxymethyl)-2-methylimidazo[1,2-a]pyridine (0.67 g).

출처