反应 #1771995

反应方程式

4,4-dimethylcyclohex-2-en-1-one

→

4,4-dimethylcyclohexanone

收率 64.3%

反应条件

后处理

1. 1
   过滤The mixture was filtered
2. 2
   浓缩concentrated (1H NMR
3. 3
   workup.ADDITIONa mixture of ketone and alcohol in a 5:3 ratio)
4. 4
   workup.DISSOLUTIONThe mixture was dissolved in acetone (400 mL)
5. 5
   workup.ADDITIONJones reagent (40 mL) was added over 30 min
6. 6
   其他the cooling bath was removed
7. 7
   其他After 2 days the excess acetone was evaporated
8. 8
   workup.DISSOLUTIONthe resulting residue was dissolved in water
9. 9
   洗涤The ether layer was washed with water until colorless,
10. 10
    其他dried
11. 11
    过滤filtered
12. 12
    浓缩concentrated

实验过程

A mixture of 4,4-dimethylcyclohex-2-en-1-one (12 mL, 91.2 mmol) and Degussa type 10% Pd on carbon (2 g) was hydrogenated at 40 psi for 18 hours. The mixture was filtered and concentrated (1H NMR showed a mixture of ketone and alcohol in a 5:3 ratio). The mixture was dissolved in acetone (400 mL) and cooled to 0° C. Jones reagent (40 mL) was added over 30 min and the cooling bath was removed. After 2 days the excess acetone was evaporated and the resulting residue was dissolved in water and diethylether. The ether layer was washed with water until colorless, dried, filtered and concentrated to give 4,4-dimethylcyclohexanone (7.4 g, 58.6 mmol, 64%).

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