Hydrochloric Acid → 1-Methoxy-2-methyl-4-(2-nitroethenyl)benzene

HRID 2251491

Reaktionsgleichung

Reaktionsgleichung von HRID 2251491
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH:5]=O.[N+:12]([CH3:15])([O-:14])=[O:13].[OH-].[Na+].Cl>CO.O>[CH3:1][C:2]1[CH:3]=[C:4](/[CH:5]=[CH:15]/[N+:12]([O-:14])=[O:13])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 6375NitromethaneHCID 14798Sodium HydroxideHCID 1229363-Methyl-4-anisaldehyde

Produkt 1

HCID 9584691-Methoxy-2-methyl-4-(2-nitroethenyl)benzeneAusbeute 49 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 3-methyl-p-anisaldehyde (23.13 g, 154 mmol) and nitromethane (9.40 g, 154 mmol) in MeOH (260 ml) was cooled in an ice bath and treated dropwise with NaOH (162 ml of 1N solution; 162 mmol). The reaction mixture was stirred at rt for 1 hr. Water (50 ml) was then added and the mixture poured into 1N HCl (300 ml). The precipitate was collected and purified by flash chromatography on silica gel eluting with dichloromethane to provide methyl 2-methyl-4-[(E)-2-nitroethenyl]phenyl ether as a yellow solid (14.61 g; 49% yield).

Aufarbeitung

  1. customThe precipitate was collected
  2. custompurified by flash chromatography on silica gel eluting with dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-d10c4b1eb70040fabc515319272178ec
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07319104B2

Verknüpfte Notizen

Wird geladen…