反应 #4028

反应方程式

sodium hydroxide

2-(p-hydroxyphenyl)-5-octylpyridine

(R)-1-bromo-(4-methyl)decane

→

(R)2-[p-(4-methyldecyloxy)phenyl]-5-octylpyridine

收率 47.1%

溶剂

water

反应条件

后处理

1. 1
   温度The resulting solution was heated to a temperature between about 90° and 100° C. for 3 hours
2. 2
   萃取the organic layer was extracted with chloroform
3. 3
   洗涤After washing the
4. 4
   萃取extract three times with water, chloroform
5. 5
   其他was removed by distillation
6. 6
   其他The residue was chromatographed over 2.5×100 (cm) of silica gel
7. 7
   其他The effluent was repeatedly recrystallized from a mixture of methanol and acetone

实验过程

20 ml of a 30% aqueous solution of sodium hydroxide was added dropwise to a mixture of 2 g (0.007 mol) of 2-(p-hydroxyphenyl)-5-octylpyridine and 1.65 g (0.007 mol) of (R)-1-bromo-(4-methyl)decane with stirring. The resulting solution was heated to a temperature between about 90° and 100° C. for 3 hours. 150 ml of water was added to the reaction solution and the organic layer was extracted with chloroform. After washing the extract three times with water, chloroform was removed by distillation. The residue was chromatographed over 2.5×100 (cm) of silica gel and developed with hexane and benzene. The effluent was repeatedly recrystallized from a mixture of methanol and acetone to yield 1.44 g (0.0033 mol) of (R)2-[p-(4-methyldecyloxy)phenyl]-5-octylpyridine.

来源