Реакция #63246

Уравнение реакции

Sodium hydride

2-propyl-3,4-dichlorophenol

tetrahydrofuran

5-bromovaleronitrile

→

nitrile

4-(2-propyl-3,4-dichlorophenoxy)butane nitrile

Растворители

hexamethylphosphoramide

water

ethyl acetate

Условия реакции

Обработка

1. 1
   workup.ADDITIONof a 60% dispersion in mineral oil) was added
2. 2
   ТемператураThe reaction mixture was cooled to room temperature
3. 3
   ДругоеThe solution was evaporated
4. 4
   workup.ADDITIONethyl acetate and water were added
5. 5
   ДругоеThe layers were separated
6. 6
   Промывкаthe ethyl acetate was washed several times with dilute hydrochlorid acid
7. 7
   ФильтрацияThe organic layer was filtered through sodium sulfate
8. 8
   Другоеevaporated

Методика

To a solution of 37.1 g. of 2-propyl-3,4-dichlorophenol in 400 ml. of dry tetrahydrofuran and 25 ml. of hexamethylphosphoramide were added 32 ml. of 5-bromovaleronitrile. Sodium hydride (7.2 g. of a 60% dispersion in mineral oil) was added and the reaction was stirred for about three days at 65° C. The reaction mixture was cooled to room temperature and ethyl acetate and water were added. The solution was evaporated and ethyl acetate and water were added. The layers were separated and the ethyl acetate was washed several times with dilute hydrochlorid acid. The organic layer was filtered through sodium sulfate and evaporated to provide the desired nitrile intermediate. NMR.

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