Methylparaben → Methyl 4-(tetradecyloxy)benzoate

HRID 247911

Reaktionsgleichung

Reaktionsgleichung von HRID 247911
[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]>CC(=O)CC>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH3:19])=[CH:6][CH:5]=1

Komponenten

5

Edukt 3

HCID 7456MethylparabenHCID 8208Myristyl bromideHCID 11430Potassium Carbonate

Produkt 1

HCID 3312490Methyl 4-(tetradecyloxy)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

A mixture of 150 g methyl-4-hydroxybenzoate, 1.5 L 2-butanone, 272.5 g potassium carbonate and 293 ml 1-bromotetradecane is heated at reflux for 66 hours. The reaction is cooled to room temperature, filtered, the filtrate concentrated in vacuo and the residue recrystallized from methylene chloride/hexane to give 258.8 g of the desired product. MP 56°-58° C.

Aufarbeitung

  1. temperatureis heated
  2. temperatureat reflux for 66 hours
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated in vacuo
  5. customthe residue recrystallized from methylene chloride/hexane

Quellen und Nachweise

ORD-Eintrag
ord-6b25509aea6d47dfb14ef8b085b63220
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05208247

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