反应 #543576

反应方程式

3-nitrobenzenesulfonyl chloride

{4-[1-(4-chlorophenyl)-4-piperidinyl]-2-morpholinyl}methanol

{4-[1-(4-Chlorophenyl)-4-piperidinyl]-2-morpholinyl}methanol

triethylamine

→

subtitled compound

收率 85.6%

{4-[1-(4-Chlorophenyl)-4-piperidinyl]-2-morpholinyl}methyl-3-nitrobenzenesulfonate

收率 85.6%

溶剂

dichloromethane

反应条件

后处理

1. 1
   其他The volatiles were removed in vacuo, residue
2. 2
   workup.DISSOLUTIONdissolved in chloroform
3. 3
   洗涤washed sucessively with saturated aqueous sodium hydrogen carbonate (NaHCO3) and water (H2O)
4. 4
   干燥The organic layer was dried over sodium sulphate (Na2SO4)
5. 5
   过滤filtered
6. 6
   浓缩concentrated
7. 7
   其他the residue was purified by silica gel flash chromatography

实验过程

To a solution of {4-[1-(4-chlorophenyl)-4-piperidinyl]-2-morpholinyl}methanol obtained from step (vi) (125 mg, 0.384 mmol) in dichloromethane (CH2Cl2) (2 mL) was added triethylamine (0.240 mL, 1.72 mmol) followed by 3-nitrobenzenesulfonyl chloride (127.5 mg, 0.575 mmol) and the reaction mixture kept on stirring at room temperature overnight. The volatiles were removed in vacuo, residue dissolved in chloroform, washed sucessively with saturated aqueous sodium hydrogen carbonate (NaHCO3) and water (H2O). The organic layer was dried over sodium sulphate (Na2SO4), filtered, concentrated and the residue was purified by silica gel flash chromatography to give the subtitled compound (163 mg).

来源