تفاعل #567375

معادلة التفاعل

2-chloro-1-[4-(4-fluoro-benzyl)-2,5-dimethyl-piperazin-1-yl]-ethanone

5-chlorosalicylaldehyde

potassium carbonate

potassium iodide

→

title compound

المردود 85.0%

(2R,5S)-5-Chloro-2-{2-[4-(4-fluoro-benzyl)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzaldehyde

المردود 85.0%

المذيبات

brine

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction was cooled
2. 2
   استخلاصextracted with ethyl acetate (3×)
3. 3
   تجفيفThe combined organics were dried over magnesium sulfate
4. 4
   ترشيحfiltered
5. 5
   تركيزThe filtrate was concentrated in vacuo
6. 6
   أخرىto give crude product
7. 7
   أخرىPurification via chromatography on silica gel (15% EtOAc/Hexanes)

الإجراء التجريبي

To a solution of 2-chloro-1-[4-(4-fluoro-benzyl)-2,5-dimethyl-piperazin-1-yl]-ethanone (2.87 g, 9.6 mmol) in DMF (20 mL) was added 5-chlorosalicylaldehyde (1.65 g, 10.5 mmol), potassium carbonate (2.64 g, 19.2 mmol) and potassium iodide (1.59 g, 9.6 mmol). The resulting mixture was heated to 100° C. for 12 hours. The reaction was cooled, diluted with saturated aqueous brine and extracted with ethyl acetate (3×). The combined organics were dried over magnesium sulfate and filtered. The filtrate was concentrated in vacuo to give crude product. Purification via chromatography on silica gel (15% EtOAc/Hexanes) gave the title compound 3.40 g, 85% yield.)

المصدر