反応 #336639

反応方程式

vinyl acetate

adipic acid

p-toluenesulfonic acid

NaOAc

→

divinyl adipate

収率 99.7%

反応条件

後処理

1. 1
   その他In a 3-necked 1000 ml round bottom flask equipped with a reflux condenser
2. 2
   その他Volatiles were removed by a roto-vac
3. 3
   workup.ADDITIONThe non-volatiles were diluted with 200 ml hexane
4. 4
   抽出extracted with 2×100 ml 2% NaOH
5. 5
   抽出extracted with 100 ml
6. 6
   workup.DISTILLATIONdistilled water
7. 7
   乾燥dried over Na2SO4
8. 8
   その他The hexane was removed with a roto-vac

実験手順

In a 3-necked 1000 ml round bottom flask equipped with a reflux condenser, thermometer and magnetic stirrer was added vinyl acetate (320 g, 3791 mmol), adipic acid (17.5 g, 120 mmol), [pyridine]2Pd(OAc)2 (1.2 g, 3.1 mmol) and p-toluenesulfonic acid (4.4 g, 25.6 mmol). The temperature was held at 65° C. for 4 hours. After cooling to room temperature, NaOAc (3.0 g) was added to the solution. Volatiles were removed by a roto-vac. The non-volatiles were diluted with 200 ml hexane, extracted with 2×100 ml 2% NaOH, extracted with 100 ml distilled water and then dried over Na2SO4. The hexane was removed with a roto-vac. TLC showed on component. The divinyl adipate weighed 23.7 g (99.7% yield). IR(NaCl plate): 2940, 1750, 1640, 1370 cm-1.

出典