Reaktion #92968

Reaktionsgleichung

1,4-dichloro-2-butanol

sodium hydroxide

3-methyl-4-chlorophenol

tertiary butanol

→

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

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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°).

Quelle