反応 #5222

反応方程式

p-toluenesulfonyl chloride

1,8-octanediol

ethyl acetate

sodium azide

→

8-azido-1-octanol

溶媒

methylene chloride

pyridine

dimethylformamide

—

solution

反応条件

後処理

1. 1
   温度the mixture was heated gradually overnight for reaction
2. 2
   その他After water washing, the solvent was removed by distillation
3. 3
   その他to produce an oily residue
4. 4
   洗浄was washed with water 4 times
5. 5
   その他the solvent was removed by distillation
6. 6
   その他The object compound was isolated by silica-gel column-chromatography (CHCl3 -AcOEt 5:1-1:1) The yield was 6.07 g

実験手順

14.65 g of 1,8-octanediol was dissolved in 80 g of pyridine, and cooled to 10° C. A solution of 19 g p-toluenesulfonyl chloride in 70 ml anhydrous methylene chloride was added dropwise thereto, and the mixture was heated gradually overnight for reaction. After water washing, the solvent was removed by distillation, to produce an oily residue. The residue was dissolved in dimethylformamide to a 200 ml solution, to which was added 20 g of sodium azide, and the resultant mixture was maintained at 80° C. for 2 hours for reaction. The mixture was, after added with ethyl acetate, was washed with water 4 times and the solvent was removed by distillation. The object compound was isolated by silica-gel column-chromatography (CHCl3 -AcOEt 5:1-1:1) The yield was 6.07 g.

出典