Reaktion #335724

Reaktionsgleichung

3-chloro-3-methyl-butyne

4-t-Butylphenol

sodium hydroxide

benzyltrimethylammonium hydroxide

→

3-methyl-3-(4-t-butylphenoxy)-but-1-yne

Lösungsmittel

dichloromethane

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe layers were separated
2. 2
   Extraktionthe aqueous layer extracted with chloroform
3. 3
   EinengenThe combined organic extracts were concentrated in vacuo
4. 4
   workup.DISSOLUTIONthe residue dissolved in diethyl ether
5. 5
   WaschenThe solution was washed with water, 10% sodium hydroxide solution
6. 6
   Trocknenbrine, and dried over magnesium sulphate
7. 7
   SonstigeRemoval
8. 8
   Sonstigeof drying agent and solvent

Vorschrift

4-t-Butylphenol (10 g) and sodium hydroxide (3.99 g) were added to a stirred mixture of water (60 ml) and dichloromethane (60 ml) followed by benzyltrimethylammonium hydroxide (40% solution in methanol, 150 ml) and 3-chloro-3-methyl-butyne (13.65 g). After stirring at ambient temperature for 11 days, the layers were separated and the aqueous layer extracted with chloroform. The combined organic extracts were concentrated in vacuo and the residue dissolved in diethyl ether. The solution was washed with water, 10% sodium hydroxide solution, then brine, and dried over magnesium sulphate. Removal of drying agent and solvent gave 3-methyl-3-(4-t-butylphenoxy)-but-1-yne as a yellow oil (13.35 g).

Quelle