反応 #4028

反応方程式

sodium hydroxide

2-(p-hydroxyphenyl)-5-octylpyridine

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

→

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

収率 47.1%

溶媒

water

反応条件

後処理

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

実験手順

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.

出典