Reaktion #2824

Reaktionsgleichung

water

sodium hydride

compound ( [3]-(32)-587 )

3-hydroxy-4-nitrobenzoic acid morpholine

N-(triphenylmethyl)-5-[4'-(bromomethyl)biphenyl-2-yl]tetrazole

→

compound

Ausbeute 101.9%

3-[[2'-(1-triphenylmethyltetrazol-5-yl)biphenyl-4-yl]methyloxy]-4-nitrobenzoic acid morpholide

Ausbeute 101.9%

Lösungsmittel

N,N-dimethylformamide

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe mixture was stirred at room temperature for 39 hours
2. 2
   Extraktionextracted with chloroform (100 ml)
3. 3
   WaschenThe organic layer was washed
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   Einengenconcentrated

Vorschrift

The compound ([3]-(32)-587) (0.99 g) prepared in Example 36 was dissolved in dry N,N-dimethylformamide (19 ml), and 50% sodium hydride (0.20 g) was added to the solution. The mixture was stirred at room temperature for 15 minutes. A solution of N-(triphenylmethyl)-5-[4'-(bromomethyl)biphenyl-2-yl]tetrazole (2.19 g) in N,N-dimethylformamide (6.5 ml) was added to the solution. The mixture was stirred at room temperature for 39 hours. The reaction mixture was added to water (50 ml), and extracted with chloroform (100 ml). The organic layer was washed, dried over anhydrous sodium sulfate, and concentrated to obtain the compound (2.72 g) as a light yellow solid. The product was purified by silica gel column chromatography (Kieselgel 60=190 g, chloroform/ethyl acetate=7/3) to obtain the compound ([3]-(33)-587) (1.41 g)

Quelle