Реакция #586151

Уравнение реакции

1-chloro-3-iodobenzene

3,5-dichloro-4-fluorobenzotrifluoride

water

→

1-chloro-3-(2,6-dichloro-4-trifluoromethylphenyl)benzene

Выход 36.7%

Растворители

benzene

n-butyllithium

hexane

Условия реакции

Обработка

1. 1
   workup.STIRRINGAfter another 2 hours of stirring at room temperature
2. 2
   workup.STIRRINGAfter another 12 hours of stirring at room temperature
3. 3
   ПромывкаThe organic layer was washed with 200 ml of water twice
4. 4
   Сушкаdried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
6. 6
   ДругоеPurification of the residue by silica gel column chromatography

Методика

To 10.0 g (41.9 mmol) of 1-chloro-3-iodobenzene in 50 ml of dry benzene, 32.0 ml of a n-butyllithium solution in hexane (1.56 mol/l) was added dropwise in a nitrogen stream at room temperature with stirring. After another 2 hours of stirring at room temperature, 9.9 g (42.5 mmol) of 3,5-dichloro-4-fluorobenzotrifluoride was added dropwise at 10° C. After another 12 hours of stirring at room temperature, the reaction mixture was poured into 500 ml of water for separation. The organic layer was washed with 200 ml of water twice and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 5.0 g of 1-chloro-3-(2,6-dichloro-4-trifluoromethylphenyl)benzene (yield 35.0%).

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