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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 368596Erstellt: 23. Oktober 2026

Diethyl Ether → n-Ethyl-2-chloro-6-(1,1-dimethylethoxy)benzamide

https://huagongshe.com/de/reaction/368596

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
EduktN,N,N',N'-TetramethylethylenediamineHCID 8037—
EduktMagnesium BromideHCID 82241—
Edukt2-chloro-N-ethylbenzamideHCID 347962—
Eduktt-Butylperoxy benzoateHCID 21744378—
EduktCID 53628100HCID 178418400—
LösungsmittelTetrahydrofuranHCID 8028—
Produktn-Ethyl-2-chloro-6-(1,1-dimethylethoxy)benzamideHCID 1863026033,2%

Reaktionsschritte

To a solution of the compound of Example f (3.7 g, 20 mmol) and TMEDA (6.0 mL, 40 mmol) in anhydrous THF (100 mL) at -78° C. under nitrogen was added dropwise 1.3M s-BuLi (34 mL, 44 mmol). After 30 min MgBr2.Et2O (15.5 g, 60 mmol) was added, and the solution was warmed to ambient temperature, then cooled to -78° C. and stirred for 1 h. t-Butylperoxy benzoate (4.3 g, 22 mmol) was added, and the solution was warmed to -30° C. and worked up in the usual manner. Purification by HPLC with 3:17 ethyl acetate/hexanes gave 1.7 g of the desired compound as a white solid, a yield of 33%. m.p. 126-127° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06133252
Quelldatensatzuspto-grants-2000_10
ORD IDord-f9a294bb80e04efd8c8f861f64633f16
Quellennotizuspto-grants-2000_10