反応 #573119

反応方程式

1,4-dichloro-2-butanol

sodium hydroxide

3-methyl-4-chlorophenol

tertiary butanol

→

4-Chloro-1-(4-chloro-3-methylphenoxy)-2-butanol

溶媒

water

反応条件

後処理

1. 1
   workup.ADDITIONTo a mixture of 286 g
2. 2
   温度to maintain a pH of 9.5-10.0 as the reaction
3. 3
   workup.ADDITIONThe addition
4. 4
   workup.STIRRING, the reaction was stirred at 40° C. for 48 hr
5. 5
   その他The resulting reaction mixture
6. 6
   抽出was extracted with chloroform sodium hydroxide at 25° C
7. 7
   抽出The chloroform extract
8. 8
   洗浄was washed with sodium sulfate
9. 9
   濃縮The dried chloroform solution was concentrated
10. 10
    workup.DISTILLATIONthe residue was distilled under reduced pressure
11. 11
    その他to give 110.9 g
12. 12
    workup.DISTILLATIONof the product which distilled at 135°-143° C./0.007 mm
13. 13
    その他and melted at 87°-89° C. after recrystallization with isopropanol and pet. ether (30.60°)

実験手順

To a mixture of 286 g. (2 moles) of 3-methyl-4-chlorophenol, 700 ml. of tertiary butanol, 700 ml. of water and 3.0 moles of 1,4-dichloro-2-butanol, sodium hydroxide (2.9 moles, 230 g. in 700 ml. water) was added with stirring at 40° C. to maintain a pH of 9.5-10.0 as the reaction progressed. The addition was 10 hr., the reaction was stirred at 40° C. for 48 hr. The resulting reaction mixture was extracted with chloroform sodium hydroxide at 25° C. The chloroform extract was washed with sodium sulfate. The dried chloroform solution was concentrated and the residue was distilled under reduced pressure to give 110.9 g. of the product which distilled at 135°-143° C./0.007 mm. and melted at 87°-89° C. after recrystallization with isopropanol and pet. ether (30.60°).

出典