Reaktion #93854

Reaktionsgleichung

hydrochloric acid

2,2-dimethyl-4-(p-methoxyphenyl)-3-(N-methyl-p-toluenesulfonamido)butyryl chloride

aluminium chloride

→

3,4-Dihydro-2,2-dimethyl-7-methoxy-3-(N-methyl-p-toluenesulfonamido)-1(2H)-naphthalenone

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONis added rather rapidly
2. 2
   workup.STIRRINGAfter stirring the mixture at room temperature for 30 minutes the organic layer
3. 3
   Sonstigeis separated whereas the aqueous layer
4. 4
   workup.STIRRINGis shaken twice with benzene
5. 5
   WaschenThe combined organic solutions are washed twice with water and again twice with an aqueous solution of potassium carbonate whereupon,
6. 6
   Sonstigeafter drying
7. 7
   Einengenthe whole is concentrated in vacuo
8. 8
   Sonstigebrings about the crystallization of the title product

Vorschrift

To a cooled (with ice water) and stirred solution of 256 g of 2,2-dimethyl-4-(p-methoxyphenyl)-3-(N-methyl-p-toluenesulfonamido)butyryl chloride in 1500 ml of dry benzene 195 g of aluminium chloride is added rather rapidly. The mixture is stirred at room temperature for an additional 25 minutes and then poured on to a mixture of ice and 950 ml of concentrated hydrochloric acid. After stirring the mixture at room temperature for 30 minutes the organic layer is separated whereas the aqueous layer is shaken twice with benzene. The combined organic solutions are washed twice with water and again twice with an aqueous solution of potassium carbonate whereupon, after drying, the whole is concentrated in vacuo. The residue is taken up in ether which brings about the crystallization of the title product.

Quelle