Reaktion #1248576

Reaktionsgleichung

ethyl acetate

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

trimethylsilyl cyanide

4-t-butyldimethylsilanyloxy-3-methoxybenzaldehyde

→

title compound

(4-t-butyldimethylsilanyloxy-3-methoxyphenyl)-[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
   Waschenwashed with water and saturated brine
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   FiltrationThe desiccating agent was filtered off
6. 6
   Einengenthe filtrate was concentrated under reduced pressure

Vorschrift

After adding 3.12 g of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine, 3.3 g of MS3A, 1.11 g of Yb(OTf)3 and 4.75 ml of trimethylsilyl cyanide to a solution of 5.0 g of 4-t-butyldimethylsilanyloxy-3-methoxybenzaldehyde [CAS No. 69404-94-0] in 98 ml of dichloromethane under a nitrogen atmosphere, the mixture was stirred at room temperature for 23 hours. Next, 500 ml of ethyl acetate was added to the reaction mixture, the reaction mixture was filtered through celite, and the celite was washed with ethyl acetate. The organic layers were combined and washed with water and saturated brine, and then dried over anhydrous sodium sulfate. The desiccating agent was filtered off, and the filtrate was concentrated under reduced pressure to give the title compound (8.45 g) as a crude product.

Quelle