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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1382133Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1382133

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetone CyanohydrinHCID 6406—
EduktTriethylamineHCID 8471—
Edukt4,4-Dimethyl-5-phenyl-1,3-cyclohexanedioneHCID 11096019—
EduktBenzoyl chloride, 2-chloro-4-(methylsulfonyl)-HCID 11128804—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-[2-Chloro-4-(methylsulfonyl)benzoyl]-4,4-dimethyl-5-phenyl-1,3-cyclohexanedioneHCID 1427765830,8%

Reaktionsschritte

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, wter, 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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04806152
Quelldatensatzuspto-grants-1989_02
ORD IDord-587a59f5941847148e5b5b919ed25711
Quellennotizuspto-grants-1989_02