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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1196407Erstellt: 26. Oktober 2026

Acetone Cyanohydrin → 3-(4-Chloro-2-nitrobenzoyl)-6,6-dimethylpiperidine-2,4-dione

https://huagongshe.com/reaction/1196407

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetone CyanohydrinHCID 6406—
EduktTriethylamineHCID 8471—
Edukt4-Chloro-2-nitrobenzoyl chlorideHCID 10867784—
Edukt6,6-Dimethylpiperidine-2,4-dioneHCID 12695593—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-(4-Chloro-2-nitrobenzoyl)-6,6-dimethylpiperidine-2,4-dioneHCID 1989819162,1%

Reaktionsschritte

A solution of 4-chloro-2-nitrobenzoyl chloride (4.4 g) in dry dichloromethane (5 ml) was added at 5°-10° C. to a stirred solution of 6,6-dimethylpiperidine-2,4-dione (2.8 g) and triethylamine (2.8 ml) in dry dichloromethane (50 ml) and the mixture was stirred at ambient temperature for 18 hours. Triethylamine (8.4 ml) and acetone cyanohydrin (0.4 ml) were added successively to the solution and the mixture was stirred at ambient temperature for 4 hours. The resulting solution was washed successively with 2N hydrochloric acid (25 ml) and water (3×25 ml), dried over sodium sulphate and evaporated under reduced pressure to give a yellow solid which was recrystallised from acetonitrile to give 3-(4-chloro-2-nitrobenzoyl)-6,6-dimethylpiperidine-2,4-dione (4 g), mp 162°-162.5° C., as a yellow crystalline solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05114461
Quelldatensatzuspto-grants-1992_05
ORD IDord-cce4e7944be34b27b9fe87c1ed71c64c
Quellennotizuspto-grants-1992_05