Acetone → 4-Hexadecyloxyphenoxyacetic acid methyl ester

HRID 247993Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 247993
[CH2:1]([O:17][C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].Br[CH2:26][C:27]([O:29][CH3:30])=[O:28].C(=O)([O-])[O-].[K+].[K+].CC(C)=O>C(Cl)(Cl)Cl>[CH3:30][O:29][C:27](=[O:28])[CH2:26][O:24][C:21]1[CH:22]=[CH:23][C:18]([O:17][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:19][CH:20]=1

Komponenten

6

Edukt 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 43779374-(Hexadecyloxy)phenol

Produkt 1

HCID 102507944-Hexadecyloxyphenoxyacetic acid methyl esterAusbeute 89,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A mixture of 23 g of product from Example 84, 13.15 g of methyl bromoacetate, 10.45 g of potassium carbonate and 200 ml of acetone is heated at reflux for 24 hours. The reaction is cooled, chloroform added, filtered and concentrated. The residue is recrystallized from hexane to give 25 g of the desired product as a white solid.

Aufarbeitung

  1. temperatureis heated
  2. temperatureat reflux for 24 hours
  3. temperatureThe reaction is cooled
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue is recrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-a21ff31dfdfd4f48a2eea6558c499d15
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05208247

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