Реакция #554614

Уравнение реакции

boron tribromide

N,N-di-p-tolyl-N′,N′-bis(4′-methoxybiphenyl-4-yl)benzidine

→

N,N-di-p-tolyl-N′,N′-bis(4′-hydroxybiphenyl-4-yl)benzidine

Растворители

methylene chloride

methylene chloride

Условия реакции

Обработка

1. 1
   ДругоеIn a reaction vessel equipped with an agitator
2. 2
   Другоеwas reacted at the same temperature for three hours
3. 3
   Экстракцияextracted with methylene chloride
4. 4
   ПромывкаThe organic layer was washed with water
5. 5
   Другоеseparated
6. 6
   Сушкаit was then dried with magnesium sulfate
7. 7
   Концентрированиеsubjected to vacuum concentration
8. 8
   ДругоеThe residue was purified with a silica gel chromatography with a mixture of n-hexane and ethyl acetate as a solvent
9. 9
   ДругоеThus, the objective product was obtained with the yield of 2.53 g

Методика

In a reaction vessel equipped with an agitator, thermometer and a cooling pipe, 2.73 g of N,N-di-p-tolyl-N′,N′-bis(4′-methoxybiphenyl-4-yl)benzidine and 100 mL of methylene chloride were placed. While the vessel was being cooled with ice, 10 mL of a 1M methylene chloride solution of boron tribromide was delivered by drops into the vessel, and furthermore the mixture was reacted at the same temperature for three hours. Then, the reacted solution was poured into ice water and extracted with methylene chloride. The organic layer was washed with water and separated, and it was then dried with magnesium sulfate and subjected to vacuum concentration. The residue was purified with a silica gel chromatography with a mixture of n-hexane and ethyl acetate as a solvent, where the ratio of n-hexane to ethyl acetate in the mixture was one to one. Thus, the objective product was obtained with the yield of 2.53 g.

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