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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 568594Erstellt: 26. Oktober 2026

Acetone Cyanohydrin → 4-(2'-Nitro-4'-chlorobenzoyl)-2,2-dimethyl-2H-pyran-3,5-(4H,6H)-dione

https://huagongshe.com/reaction/568594

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetone CyanohydrinHCID 6406—
EduktTriethylamineHCID 8471—
Edukt4-Chloro-2-nitrobenzoyl chlorideHCID 10867784—
Edukt2,2-dimethyl-2H-pyran-3,5(4H,6H)-dioneHCID 14072887—
LösungsmittelChlorideHCID 312—
Produkt4-(2'-Nitro-4'-chlorobenzoyl)-2,2-dimethyl-2H-pyran-3,5-(4H,6H)-dioneHCID 1407288843%

Reaktionsschritte

2-Nitro-4-chlorobenzoyl chloride (2.2 g, 10 mmol) and 2,2-dimethyl-2H-pyran-3,5-(4H,6H)-dione (1.4 g, 10 mmol) were dissolved in 150 milliliters (ml) chloride. Triethylamine (3 ml, 22 mmol) was added and the resulting solution stirred at room temperature for fifteen minutes. The solution was washed with dilute hydrochloric acid, 5% potassium carbonate and saturated sodium chloride, dried over anhydrous magnesium sulfate and concentrated under vacuum. The residue was dissolved in 10 ml acetonitrile. Triethylamine (3 ml, 22 mmol) and acetone cyanohydrin (0.2 g) were added and the mixture stirred at room temperature for 2 hours. After dilution with ether, the solution was washed with dilute hydrochloric acid and extracted with 5% potassium carbonate. The basic extract was acidified with hydrochloric acid and extracted with ether. The ether extract was washed with saturated sodium chloride, dried over anhydrous magnesium sulfate and concentrated under vacuum, yielding 1.4 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
PatentnummerUS04728745
Quelldatensatzuspto-grants-1988_03
ORD IDord-27c02f7f0b50411ab03b7511d3e48ad8
Quellennotizuspto-grants-1988_03