反応 #170961

反応方程式

methyl 2-chloropropionate

paracetamol

K2CO3

sodium iodide

→

8

2-(4-Acetylamino-phenoxy)-propionic acid methyl ester

溶媒

acetone

反応条件

後処理

1. 1
   温度refluxed for 80 hours
2. 2
   workup.DISTILLATIONThe acetone was distilled off
3. 3
   workup.ADDITIONwater (3 L) was added
4. 4
   抽出Crude 8 was extracted into chloroform
5. 5
   乾燥dried over Na2SO4
6. 6
   workup.DISTILLATIONdistilled
7. 7
   workup.ADDITIONhexane (750 ml) was added
8. 8
   ろ過The solids were then filtered
9. 9
   その他recrystallised in methanol

実験手順

To a mixture of paracetamol (150 g, 992 mmol), anhydrous K2CO3 (540 kg, 3.91 mol) and sodium iodide (18 gm, 120 mmol) in anhydrous acetone (3 L) was added methyl 2-chloropropionate (180 g, 1.469 mmol) and refluxed for 80 hours. The acetone was distilled off and water (3 L) was added. Crude 8 was extracted into chloroform, dried over Na2SO4, distilled and hexane (750 ml) was added. The solids were then filtered and recrystallised in methanol to give pure 8 (95 g, 40.4%) as a white powder with an m.p between 96.5-98.2° C.

出典