反応 #1621985

反応方程式

3,6-dimethyl-5-(4-methoxyphenyl)-3,4-dihydro-2-pyridone

→

3,6-dimethyl-5-(4-methoxyphenyl)-3,4,5,6-tetrahydro-2-pyridone

収率 38.2%

溶媒

acetic acid

反応条件

後処理

1. 1
   その他was hydrogenated at room temperature
2. 2
   その他The catalyst was then removed by filtration
3. 3
   その他the glacial acetic acid was evaporated under reduced pressure
4. 4
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
5. 5
   洗浄washed successively with ammonia (5%), water
6. 6
   その他The organic layer was dried on sodium sulphate
7. 7
   ろ過filtered
8. 8
   その他evaporated under reduced pressure
9. 9
   その他The resulting crude product (15 g) was purified chromatographically over a dry column of 700 g of silcagel (Merck, grain size 0.063-0.200 mm)
10. 10
    workup.ADDITIONa mixture of dichloromethane and acetone (95:5) as an eluent
11. 11
    その他After evaporating the correct fractions

実験手順

1 g of platinum chloride was added to a solution of 15 g (65 mmol) of 3,6-dimethyl-5-(4-methoxyphenyl)-3,4-dihydro-2-pyridone (Synthesis 305, 1985) in 75 ml of glacial acetic acid and the mixture was hydrogenated at room temperature and a pressure of 52 psi for 8 hours. The catalyst was then removed by filtration and the glacial acetic acid was evaporated under reduced pressure. The residue was dissolved in ethyl acetate and washed successively with ammonia (5%), water and a saline solution. The organic layer was dried on sodium sulphate, filtered and evaporated under reduced pressure. The resulting crude product (15 g) was purified chromatographically over a dry column of 700 g of silcagel (Merck, grain size 0.063-0.200 mm) using a mixture of dichloromethane and acetone (95:5) as an eluent. After evaporating the correct fractions, 5.8 g (38%) of the desired 3,6-dimethyl-5-(4-methoxyphenyl)-3,4,5,6-tetrahydro-2-pyridone were obtained in addition to 3.5 g (23%) of the starting compound.

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