Ethanol → 4-(Tetradecyloxy)benzoic acid

HRID 484590

Reaktionsgleichung

Reaktionsgleichung von HRID 484590
[CH2:1]([O:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][CH:17]=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][CH3:14].[OH-].[K+].CO.C(O)C>O>[CH2:1]([O:15][C:16]1[CH:17]=[CH:18][C:19]([C:20]([OH:22])=[O:21])=[CH:24][CH:25]=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][CH3:14]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 887MethanolHCID 14797Potassium HydroxideHCID 3312490Methyl 4-(tetradecyloxy)benzoate

Produkt 1

HCID 2894104-(Tetradecyloxy)benzoic acidAusbeute 90,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 120 g of methyl p-(tetradecyloxy)benzoate, 57.96 g of potassium hydroxide, 1-liter of methyl alcohol, 400 ml of ethyl alcohol and 60 ml of water is refluxed for 4.5 hours. A solid is formed and the reaction mixture partitioned between dilute hydrochloric acid and chloroform with some warming. The organic layer is washed with warm dilute hydrochloric acid and dried. The filtrate is evaporated to a volume of 600 ml and an equal volume of hexanes added to form a solid which is dried to give 104 g of the desired product as a white solid, m.p. 94°-96° C.

Aufarbeitung

  1. temperatureis refluxed for 4.5 hours
  2. customA solid is formed
  3. customthe reaction mixture partitioned between dilute hydrochloric acid and chloroform with some warming
  4. washThe organic layer is washed
  5. temperaturewith warm dilute hydrochloric acid
  6. customdried
  7. customThe filtrate is evaporated to a volume of 600 ml
  8. additionan equal volume of hexanes added
  9. customto form a solid which
  10. customis dried

Quellen und Nachweise

ORD-Eintrag
ord-265f1d19381348fa8eb25d6b787c84c1
Quelldatensatz
uspto-grants-1993_07
Patentnummer
US05231182

Verknüpfte Notizen

Wird geladen…