反応 #304830

反応方程式

EDC

1-(4-fluorophenyl)piperazine dihydrochloride

[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]acetic acid

HOBt

→

title compound

収率 76.1%

(5R)-5-{2-[4-(4-fluorophenyl)piperazin-1-yl]-2-oxoethyl}-2,2-dimethyl-1,3-dioxolan-4-one

収率 76.1%

溶媒

DCM

反応条件

後処理

1. 1
   その他the resulting reaction mixture
2. 2
   その他the resulting reaction mixture
3. 3
   workup.STIRRINGwas stirred at RT over night
4. 4
   その他Purification by flash chromatography (AcOEt/c-Hex: 50/50)

実験手順

To a solution of [(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]acetic acid (3.48 g; 20.0 mmol; 1.0 eq.), TEA (6.07 g; 60.0 mmol; 3.0 eq.) in DCM (60 mL) was added HOBt (2.97 g; 22.0 mmol; 1.1 eq.) and the mixture was chilled to 0° C. EDC (4.6 g; 24.0 mmol; 1.2 eq.) was then added and the resulting reaction mixture was stirred for 15 min at 0° C. 1-(4-fluorophenyl)piperazine dihydrochloride (5.57 g; 22.0 mmol; 1.1 eq.) was added and the resulting reaction mixture was stirred at RT over night. Purification by flash chromatography (AcOEt/c-Hex: 50/50) gave the title compound as a colorless oil (5.12 g, 76%). M+(ESI): 337.2. HPLC (Condition A): Rt: 2.5 min (HPLC purity: 97.4%).

出典