p-Toluenesulfonic acid → 2-Methoxyethyl alpha-hydroxylaurate

HRID 2417575

Reaktionsgleichung

Reaktionsgleichung von HRID 2417575
[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:3]([OH:5])=[O:4].[CH3:16][O:17][CH2:18][CH2:19]O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:3]([O:5][CH2:19][CH2:18][O:17][CH3:16])=[O:4]

Komponenten

5

Edukt 3

HCID 6101p-Toluenesulfonic acidHCID 80192-MethoxyethanolHCID 97783Hydroxylauric Acid

Produkt 1

HCID 204472322-Methoxyethyl alpha-hydroxylaurate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

The alpha-hydroxylauric acid prepared in the foregoing manner was converted to the 2-methoxyethyl ester by refluxing a 5:1 molar ratio of 2-methoxyethanol with the acid in toluene solvent in the presence of a catalytic amount (0.3%) of p-toluenesulfonic acid. The reaction vessel was fitted with a moisture trap to remove H2O as it forms during the esterification. After water evolution was complete, the reaction mixture was water-washed and refined with 5% KOH/70:30 water:alcohol. The product was water-washed a second time, and the solvent was evaporated to yield 2-methoxyethyl alpha-hydroxylaurate.

Aufarbeitung

  1. temperatureby refluxing a 5
  2. customThe reaction vessel was fitted with a moisture trap
  3. customto remove H2O as it
  4. washwashed
  5. washwashed a second time
  6. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-fd043d63b2b248328a98f6e628a331fa
Quelldatensatz
uspto-grants-1984_09
Patentnummer
US04469635

Verknüpfte Notizen

Wird geladen…