Sodium hydride → t-butyl N-[5-(4-hydroxy-2,5-dimethylphenoxy)-2-nitrophenyl]-N-methylcarbamate

HRID 2303875

Reaktionsgleichung

Reaktionsgleichung von HRID 2303875
[CH3:1][C:2]1[CH:8]=[C:7]([OH:9])[C:6]([CH3:10])=[CH:5][C:3]=1[OH:4].Cl[C:12]1[CH:13]=[CH:14][C:15]([N+:27]([O-:29])=[O:28])=[C:16]([N:18]([CH3:26])[C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH:17]=1.[H-].[Na+]>CN(C)C=O>[OH:4][C:3]1[C:2]([CH3:1])=[CH:8][C:7]([O:9][C:12]2[CH:13]=[CH:14][C:15]([N+:27]([O-:29])=[O:28])=[C:16]([N:18]([CH3:26])[C:19](=[O:25])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH:17]=2)=[C:6]([CH3:10])[CH:5]=1

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 692112,5-DimethylhydroquinoneHCID 15544598tert-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate

Produkt 1

HCID 18461383t-butyl N-[5-(4-hydroxy-2,5-dimethylphenoxy)-2-nitrophenyl]-N-methylcarbamateAusbeute 44,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In a similar manner to that described in Reference Example 6, a reaction was carried out using 2,5-dimethylhydroquinone (1.38 g), t-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate (2.87 g), sodium hydride (55 wt. %, 0.87 g) and anhydrous N,N-dimethylformamide (20 ml) and the reaction mixture was purified to give the title compound (1.72 g).

Aufarbeitung

  1. customthe reaction mixture was purified

Quellen und Nachweise

ORD-Eintrag
ord-f125a6906ed84cb2919c0d344fd1c211
Quelldatensatz
uspto-grants-2002_08
Patentnummer
US06432993B1

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