Reaktion #215585

Reaktionsgleichung

2-chloromethyl-4-(2-methylbenzyl)-1,3,4-oxadiazolin-5-one

2-(4-chlorophenyl)-3-methyl-butyric acid

triethylamine

→

[4-(2-methylbenzyl)-1,3,4-oxadiazolin-5-on-2-yl]-methyl 2-(4-chlorophenyl)-3-methylbutyrate

Ausbeute 48.4%

Lösungsmittel

xylene

xylene

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture is heated at the reflux temperature for 4 hours
2. 2
   Temperaturafter cooling
3. 3
   Waschenis washed successively with water (100 cc)
4. 4
   SonstigeAfter drying
5. 5
   Einengenconcentrating under reduced pressure
6. 6
   Sonstigethe residue obtained
7. 7
   Sonstigeis purified by chromatography on a silica column

Vorschrift

A solution of 2-chloromethyl-4-(2-methylbenzyl)-1,3,4-oxadiazolin-5-one (13.3 g) in xylene (35 cc) is added in the course of 20 minutes to a solution of 2-(4-chlorophenyl)-3-methyl-butyric acid (19 g) and triethylamine (11.7 cc) in xylene (175 cc) heated to 110° C. The reaction mixture is heated at the reflux temperature for 4 hours and, after cooling, is washed successively with water (100 cc), a 3.5% strength aqueous hydrochloric acid solution (100 cc), a 4% strength aqueous sodium carbonate solution (100 cc) and water (100 cc). After drying, decolorizing over animal charcoal and concentrating under reduced pressure, the residue obtained is purified by chromatography on a silica column and gives [4-(2-methylbenzyl)-1,3,4-oxadiazolin-5-on-2-yl]-methyl 2-(4-chlorophenyl)-3-methylbutyrate (11.2 g) in the form of an oil.

Quelle