تفاعل #1771995

معادلة التفاعل

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

→

4,4-dimethylcyclohexanone

المردود 64.3%

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe mixture was filtered
2. 2
   تركيزconcentrated (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
   أخرىthe cooling bath was removed
7. 7
   أخرىAfter 2 days the excess acetone was evaporated
8. 8
   workup.DISSOLUTIONthe resulting residue was dissolved in water
9. 9
   غسيلThe ether layer was washed with water until colorless,
10. 10
    أخرىdried
11. 11
    ترشيحfiltered
12. 12
    تركيزconcentrated

الإجراء التجريبي

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%).

المصدر