Dimethyl Sulfate → N-(alpha-Cyano-3-phenoxybenzyl)-N,N,N-trimethylammonium methylsulfate

HRID 904901Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 904901
[S:1]([O:6]C)([O:4][CH3:5])(=[O:3])=[O:2].[CH3:8][N:9]([CH3:26])[CH:10]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:14]=1)[C:11]#[N:12]>CC(CC)=O>[CH3:5][O:4][S:1]([O-:6])(=[O:3])=[O:2].[C:11]([CH:10]([N+:9]([CH3:5])([CH3:26])[CH3:8])[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:14]=1)#[N:12]

Komponenten

4

Edukt 2

HCID 6497Dimethyl SulfateHCID 13565187alpha-(Dimethylamino)-3-phenoxybenzeneacetonitrile

Produkt 1

HCID 13565188N-(alpha-Cyano-3-phenoxybenzyl)-N,N,N-trimethylammonium methylsulfateAusbeute 203,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

Dimethyl sulfate (2.52 g) was added to a solution of α-(dimethylamino)-3-phenoxybenzeneacetonitrile (5.2 g) in ethyl methyl ketone (40 ml) and the mixture was stirred overnight at ambient temperature. The solvent was removed by distillation under reduced pressure to give the title compound (7.7 g) as a golden oil. Proton magnetic resonance spectrum (CDCl3 ; δ in ppm): 3.4 (9H, s, N(CH3)3); 3.65 (3H, s, CH3SO4); 6.7 (1H, s, CH); 7.0-7.7 (9H, m, aromatic protons).

Aufarbeitung

  1. customThe solvent was removed by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-392d9d74b82e46f1983ac4eda1fce2d4
Quelldatensatz
uspto-grants-1983_12
Patentnummer
US04420614

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