Реакция #671366

Уравнение реакции

(2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)piperazine

2-(2-chloroethoxy)ethanol

potassium carbonate

potassium iodide

→

(2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)-4-[2-(2-hydroxyethoxy)ethyl]piperazine

Выход 59.9%

Растворители

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   Температураwas heated
2. 2
   ДругоеThe reaction mixture was partitioned between ethyl acetate and water
3. 3
   ПромывкаThe organic layer was washed with brine
4. 4
   Сушкаdried over magnesium sulfate
5. 5
   ДругоеAfter evaporation of the solvent
6. 6
   Другоеthe resulting residue was purified by column chromatography on silica gel

Методика

A mixture of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)piperazine (500 mg), 2-(2-chloroethoxy)ethanol (168 mg), potassium carbonate (233 mg) and potassium iodide (56 mg) in N,N-dimethylformamide (2 ml) was heated with stirring at 50° C. for 17 hours, 60° C. for 13 hours and 70° C. for 1 hour. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine and dried over magnesium sulfate. After evaporation of the solvent, the resulting residue was purified by column chromatography on silica gel using dichloromethane-methanol (10:1) as eluent to give (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)-4-[2-(2-hydroxyethoxy)ethyl]piperazine (359 mg).

Источник