Реакция #2824

Уравнение реакции

water

sodium hydride

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

3-hydroxy-4-nitrobenzoic acid morpholine

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

→

compound

Выход 101.9%

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

Выход 101.9%

Растворители

N,N-dimethylformamide

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   workup.STIRRINGThe mixture was stirred at room temperature for 39 hours
2. 2
   Экстракцияextracted with chloroform (100 ml)
3. 3
   ПромывкаThe organic layer was washed
4. 4
   Сушкаdried over anhydrous sodium sulfate
5. 5
   Концентрированиеconcentrated

Методика

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)

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