反応 #1672667

反応方程式

1-benzyloxycarbonylamidino-4-mesyloxyethyl piperidine

sodium azide

water

→

4-Azidoethyl-1-benzyloxycarbonylamidino piperidine

溶媒

dimethylformamide

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   抽出extracted with ethyl acetate three times
3. 3
   洗浄The combined organic phase was washed with water
4. 4
   乾燥dried (Na2SO4)
5. 5
   その他evaporated
6. 6
   その他chromatographed on silica gel

実験手順

In 100 ml of dimethylformamide was dissolved 4.4 g (0.0115 mmol) of crude 1-benzyloxycarbonylamidino-4-mesyloxyethyl piperidine and 4.5 g (0.069 mol) of sodium azide was added. The mixture was heated at 100° C. for 2.5 h. It was then poured into water and extracted with ethyl acetate three times. The combined organic phase was washed with water, dried (Na2SO4) and evaporated. The residue was flash chromatographed on silica gel using ethyl acetate/heptane 1/1 as eluent. Yield: 3.0 g (79%).

出典