Реакция #78933

Уравнение реакции

1-(2-methoxy-phenyl) piperazine

3-methanesulfonyloxymethyl-piperidine-1-carboxylic acid tert-butyl ester

potassium carbonate

→

desired compound

3-[4-(2-Methoxy-phenyl)-piperazin-1-ylmethyl]-piperidine-1-carboxylic acid tert-butyl ester

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   workup.ADDITIONAfter completion of addition the reaction mixture
2. 2
   Температураwas heated to reflux
3. 3
   Другоеquenched with water
4. 4
   ЭкстракцияThe aqueous layer was extracted with ethyl acetate (3×100 mL)
5. 5
   СушкаThe combined organic layers were dried over sodium sulfate
6. 6
   Концентрированиеconcentrated
7. 7
   Другоеto yield an oil
8. 8
   ДругоеThis crude material was purified

Методика

To a solution of 3-methanesulfonyloxymethyl-piperidine-1-carboxylic acid tert-butyl ester (11.06 g, 0.04 mol) in acetonitrile (180 mL) was added potassium carbonate (26 g, 0.19 mol) followed by 1-(2-methoxy-phenyl) piperazine (7.25 g, 0.04 mol). After completion of addition the reaction mixture was heated to reflux. After 12 h the reaction mixture was cooled down to room temperature and quenched with water. The aqueous layer was extracted with ethyl acetate (3×100 mL). The combined organic layers were dried over sodium sulfate and concentrated to yield an oil. This crude material was purified using silica gel chromatography (7:3:0.05 Hexane:EtOAc:2M NH3 in EtOH) to afford the desired compound in good yield (8.0 g, 55%). C22H35N3O3,LRMS (m/z)=390 (MH+).

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