3-Methoxyphenol → 1,3-Dimethyl-4-(m-methoxyphenyloxy)-benzene

HRID 1605170

Reaktionsgleichung

Reaktionsgleichung von HRID 1605170
[CH3:1][C:2]1[CH:7]=[CH:6][C:5](Br)=[C:4]([CH3:9])[CH:3]=1.[CH3:10][O:11][C:12]1[CH:13]=[C:14]([OH:18])[CH:15]=[CH:16][CH:17]=1.CN(C)C(=O)N(C)C.CN1CCCC1=O>O>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:18][C:14]2[CH:15]=[CH:16][CH:17]=[C:12]([O:11][CH3:10])[CH:13]=2)=[C:4]([CH3:9])[CH:3]=1

Komponenten

6

Edukt 4

HCID 90073-MethoxyphenolHCID 12437TetramethylureaHCID 13387N-methyl-2-pyrrolidoneHCID 68503Benzene, 1-bromo-2,4-dimethyl-

Produkt 1

HCID 215496571,3-Dimethyl-4-(m-methoxyphenyloxy)-benzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 1,3-dimethyl-4-bromobenzene, 10.5 g. of m-methoxyphenol, 4.65 g. of cuprous oxide, 40 ml. of tetramethylurea, and 75 ml. of N-methylpyrrolidone is stirred at 165° for 96 hours. The resultant mixture is diluted with water and extracted with methylene chloride. The methylene chloride extracts are chromatographed on 300 g. of alumina with gradient elution using hexane:ether to give 1,3-dimethyl-4-(m-methoxyphenyloxy)-benzene.

Aufarbeitung

  1. extractionextracted with methylene chloride
  2. customThe methylene chloride extracts are chromatographed on 300 g
  3. washof alumina with gradient elution

Quellen und Nachweise

ORD-Eintrag
ord-6b639ce2671f4045b8a7ddbf95e838ee
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03949084

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