反応 #63782

反応方程式

2-Chloro-4-(methylsulfonyl)benzoyl chloride

4,4-dimethyl-5-phenyl-1,3-cyclohexanedione

Acetone cyanohydrin

triethylamine

Triethylamine

→

desired product

収率 30.8%

2-[2-Chloro-4-(methylsulfonyl)benzoyl]-4,4-dimethyl-5-phenyl-1,3-cyclohexanedione

収率 30.8%

溶媒

acetonitrile

反応条件

後処理

1. 1
   workup.STIRRINGthe reaction mixture was stirred at room temperature for 1.5 hour
2. 2
   濃縮The reaction mixture was concentrated under vacuum
3. 3
   workup.DISSOLUTIONthe residue dissolved in 100 ml of methylene chloride
4. 4
   洗浄The methylene chloride solution was washed with 2N hydrochloric acid, 10% cupric acetate, water, 5% potassium carbonate, 2N hydrochloric acid, and water
5. 5
   乾燥The methylene chloride solution was dried over anhydrous magnesium sulate
6. 6
   濃縮concentrated under vacuum

実験手順

2-Chloro-4-(methylsulfonyl)benzoyl chloride (2.3 g, 9 mmol) and 4,4-dimethyl-5-phenyl-1,3-cyclohexanedione (2.0 g, 9 mmol) were dissolved in 50 ml of acetonitrile. Triethylamine (1.8 g, 18 mmol) was added dropwise and the resulting solution was stirred at room temperature for 1 hour. Acetone cyanohydrin (0.17 g, 2 mmol) and triethylamine (1.8 g, 18 mmol) were added and the reaction mixture was stirred at room temperature for 1.5 hour. The reaction mixture was concentrated under vacuum and the residue dissolved in 100 ml of methylene chloride. The methylene chloride solution was washed with 2N hydrochloric acid, 10% cupric acetate, water, 5% potassium carbonate, 2N hydrochloric acid, and water. The methylene chloride solution was dried over anhydrous magnesium sulate and concentrated under vacuum, yielding 1.2 g of the desired product as a viscous oil. It was identified as such by nuclear magnetic resonance spectroscopy, infrared spectroscopy and mass spectroscopy.

出典