반응 #63782

반응 방정식

2-Chloro-4-(methylsulfonyl)benzoyl chloride

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

Acetone cyanohydrin

triethylamine

Triethylamine

→

desired product

수율 30.8%

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

수율 30.8%

용매

acetonitrile

반응 조건

후처리

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

실험 절차

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.

출처