Reaktion #1248595

Reaktionsgleichung

4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine

3,4-dimethoxy-5-triisopropylsilanyloxymethylbenzaldehyde

trimethylsilyl cyanide

Yb(OTf)3

→

(3,4-dimethoxy-5-triisopropylsilanyloxymethylphenyl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction mixture was filtered through celite
2. 2
   Waschenthe celite was washed with ethyl acetate
3. 3
   EinengenThe organic layer was concentrated under reduced pressure

Vorschrift

After adding 1.3 g of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine, 2.605 g of 3,4-dimethoxy-5-triisopropylsilanyloxymethylbenzaldehyde, 2.2 g of MS3A and 1.5 ml of trimethylsilyl cyanide to a solution of 460 mg of Yb(OTf)3 in 18 ml of dichloromethane under a nitrogen atmosphere, the mixture was stirred at room temperature for 2 days. The reaction mixture was filtered through celite, and the celite was washed with ethyl acetate. The organic layer was concentrated under reduced pressure to give a crude product of (3,4-dimethoxy-5-triisopropylsilanyloxymethylphenyl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile.

Quelle