Nitromethane → 4-Chloro-2-methyl-1-(2-nitrovinyl)benzene

HRID 510632Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 510632
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[C:4]([CH3:10])[CH:3]=1.Cl.CN.C([O-])(=O)C.[Na+].[N+:19]([CH3:22])([O-:21])=[O:20]>O.ClCCl>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH:22][N+:19]([O-:21])=[O:20])=[C:4]([CH3:10])[CH:3]=1

Komponenten

7

Edukt 4

HCID 6375NitromethaneHCID 517045Sodium AcetateHCID 27576584-Chloro-2-methylbenzaldehydeHCID 6364545Methylamine hydrochloride

Produkt 1

HCID 670259694-Chloro-2-methyl-1-(2-nitrovinyl)benzeneAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 4-chloro-2-methylbenzaldehyde (1.56 g, 10.1 mmol), methylamine hydrochloride (0.44 g, 6.5 mmol), and sodium acetate (0.53 g, 6.5 mmol) in nitromethane (4 mL) was vigorously stirred at ambient temperature for 24 hours. The reaction mixture was diluted with water (20 mL) and dichloromethane (40 mL). The organic layer was dried over sodium sulfate and evaporated to afford 4-chloro-2-methyl-1-(2-nitrovinyl)benzene as a light brown solid (1.87 g, 94% yield).

Aufarbeitung

  1. dry with materialThe organic layer was dried over sodium sulfate
  2. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-ab36ae914539488985cc6db4e457eaf8
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096567B2

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