반응 #548433

반응 방정식

p-toluenesulfonic acid monohydrate

acetic anhydride

2-(5-hydroxypentyl)cyclopentanone

acetic anhydride

2-(5-acetoxypentyl)cyclopentanone

2-(5-hydroxypentyl)cyclopentanone 2-(5-acetoxypentyl)-cyclopentanone

→

1-acetoxy-2-(5-acetoxypentyl)-1-cyclopentene

반응 조건

후처리

1. 1
   온도to maintain
2. 2
   workup.DISTILLATIONa steady distillation of acetic acid
3. 3
   기타from the reaction through a helix-packed fractionation column
4. 4
   온도to maintain a constant volume until complete conversion of starting materials to product
5. 5
   온도The mixture is cooled
6. 6
   기타partitioned between 2 l
7. 7
   온도of cold water containing solid sodium bicarbonate to maintain a neutral pH
8. 8
   세척The organic phase is washed with saturated brine
9. 9
   건조dried (MgSO4)
10. 10
    기타evaporated
11. 11
    기타to yield 452 g

실험 절차

A solution of 400 g. (2.04 moles) of a mixture of 2-(5-hydroxypentyl)cyclopentanone and 2-(5-acetoxypentyl)cyclopentanone (Example 55) and 4.0 g. of p-toluenesulfonic acid monohydrate in 1 l. of acetic anhydride is refluxed at a rate to maintain a steady distillation of acetic acid from the reaction through a helix-packed fractionation column. The reaction is continued with the addition of acetic anhydride to maintain a constant volume until complete conversion of starting materials to product is evident. The mixture is cooled and partitioned between 2 l. of hexane and 3 l. of cold water containing solid sodium bicarbonate to maintain a neutral pH. The organic phase is washed with saturated brine, dried (MgSO4), and evaporated to yield 452 g. of an oil.

출처