Dimethylformamide → 4-Butoxy-1-methyl-2-nitrobenzene

HRID 72196

Reaktionsgleichung

Reaktionsgleichung von HRID 72196
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH2:12](Br)[CH2:13][CH2:14][CH3:15].C(=O)([O-])[O-].[Na+].[Na+].CN(C=O)C>CC(OC)(C)C>[CH2:12]([O:8][C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1)[CH2:13][CH2:14][CH3:15]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 8002Butyl bromideHCID 10340Sodium CarbonateHCID 162713-Nitro-p-cresol

Produkt 1

HCID 689772014-Butoxy-1-methyl-2-nitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 15413tert-Butyl methyl etherLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 4-methyl-3-nitrophenol (10.0 g), butyl bromide (9.4 g), sodium carbonate (6.9 g) and DMF (50 mL) was heated at 80° C. for 7 hours. The cooled reaction solution was diluted with MTBE and washed twice each with water and sodium hydroxide solution. The organic phase was dried and concentrated. The product with the molecular weight of 209.25 (C11H15NO3) was obtained in this way; MS (ESI): 210 (M+H+).

Aufarbeitung

  1. customThe cooled reaction solution
  2. washwashed twice each with water and sodium hydroxide solution
  3. customThe organic phase was dried
  4. concentrationconcentrated
  5. customThe product with the molecular weight of 209.25 (C11H15NO3) was obtained in this way

Quellen und Nachweise

ORD-Eintrag
ord-b54f415575cc437c907cf99427af312b
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08828991B2

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