Benzyl Chloride → 5-(Benzyloxy)-1,3-dimethyl-2-nitrobenzene

HRID 246847

Reaktionsgleichung

Reaktionsgleichung von HRID 246847
[CH3:1][C:2]1[CH:3]=[C:4]([OH:12])[CH:5]=[C:6]([CH3:11])[C:7]=1[N+:8]([O-:10])=[O:9].[CH2:13](Cl)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH2:13]([O:12][C:4]1[CH:5]=[C:6]([CH3:11])[C:7]([N+:8]([O-:10])=[O:9])=[C:2]([CH3:1])[CH:3]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

5

Edukt 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 1384663,5-Dimethyl-4-nitrophenol

Produkt 1

HCID 133699565-(Benzyloxy)-1,3-dimethyl-2-nitrobenzeneAusbeute 84,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 3,5-dimethyl-4-nitrophenol (17.6 g), benzyl chloride (20.0 g) and anhydrous K2CO3 (13.2 g) in acetone (100 ml) is stirred under reflux for 22 hours. The reaction mixture is filtered and the precipitate washed with acetone. The acetone extract is concentrated in vacuo and the residue short path distilled (160°-170° C.; 50μ) to give 22.9 grams of an orange liquid which crystallized on standing.

Aufarbeitung

  1. temperatureunder reflux for 22 hours
  2. filtrationThe reaction mixture is filtered
  3. washthe precipitate washed with acetone
  4. extractionThe acetone extract
  5. concentrationis concentrated in vacuo
  6. distillationthe residue short path distilled (160°-170° C.; 50μ)

Quellen und Nachweise

ORD-Eintrag
ord-771e103ba1a248bea994b0162b26dd0b
Quelldatensatz
uspto-grants-1987_11
Patentnummer
US04704401

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