Reaktionsgleichung
[OH:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([N:6]([CH3:8])[CH3:7])=[O:5].[H-].[Na+].[H][H].Cl[CH2:18][C:19]([NH:21][C:22]([C:25]1[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=1)([CH3:24])[CH3:23])=[O:20]>CS(C)=O>[Cl:31][C:28]1[CH:27]=[CH:26][C:25]([C:22]([NH:21][C:19](=[O:20])[CH2:18][O:1][C:2]2[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=2[C:4](=[O:5])[N:6]([CH3:8])[CH3:7])([CH3:23])[CH3:24])=[CH:30][CH:29]=1Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of the 2-hydroxy-N,N-dimethylbenzamide (0.68 g) in DMSO (5 ml) was added to a stirred suspension of sodium hydride (163 mg of a 60% dispersion in mineral oil) in DMSO (5 ml) at ambient temperature over 5 minutes with stirring. The mixture was stirred until the evolution of hydrogen ceased and then a solution of 2-chloro-N-[1-(4-chlorophenyl)-1-methylethyl]-acetamide (prepared by reacting α,α-dimethylbenzylamine with chloroacetyl chloride) (1.0 g) in DMSO (5 ml) was added dropwise over 5 minutes with stirring. The mixture was stirred at ambient temperature for 16 hours and then poured into ice water (200 ml) and extracted with ethyl acetate to give a solid which was recrystallised from ethyl acetate/petroleum ether, b.p. 60°-80° C. to give N-(4-chloro-α,α-dimethylbenzyl)-2-(2-dimethylcarbamoyl-phenoxy)acetamide, m.p. 127°-9° C.
Aufarbeitung
- stirringwith stirring
- stirringThe mixture was stirred at ambient temperature for 16 hours
- extractionextracted with ethyl acetate
- customto give a solid which
- customwas recrystallised from ethyl acetate/petroleum ether, b.p. 60°-80° C.
Quellen und Nachweise
- ORD-Eintrag
- ord-f4074e372f324d9aa05717480149aaaa
- Quelldatensatz
- uspto-grants-1998_04
- Patentnummer
- US05736568
Verknüpfte Notizen
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