反応 #4403

反応方程式

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

収率 58.6%

溶媒

tetrahydrofuran

n-hexane

反応条件

後処理

1. 1
   その他The resulting precipitates
2. 2
   ろ過were collected by filtration
3. 3
   洗浄washed with water
4. 4
   その他recrystallized from methanol

実験手順

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).

出典