Sodium Hydroxide → 3,4-Bis(tetradecyloxy)benzoic acid

HRID 488279Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 488279
C[O:2][C:3](=[O:40])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[C:6]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH:5]=1.[OH-].[Na+]>CO.O1CCOCC1>[CH2:26]([O:25][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[C:3]([OH:40])=[O:2])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 120485573,4-Bis(tetradecyloxy)benzoic acid methyl ester

Produkt 1

HCID 190162583,4-Bis(tetradecyloxy)benzoic acidAusbeute 73,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of 3,4-bis(tetradecyloxy)benzoic acid methyl ester (1.1 g, 2.0 mmol) and 1.6 ml (9.6 mmol) of 6N NaOH in 40 ml of methanol and 20 ml of dioxane was stirred at reflux for 17 hours. The solvents were removed at reduced pressure, the residue was acidified and the solid was filtered and recrystallized from methanol-THF-water to give 0.8 g (73% yield, mp 112°-113°) of 3,4-bis(tetradecyloxy)benzoic acid.

Aufarbeitung

  1. temperatureat reflux for 17 hours
  2. customThe solvents were removed at reduced pressure
  3. filtrationthe solid was filtered
  4. customrecrystallized from methanol-THF-water

Quellen und Nachweise

ORD-Eintrag
ord-e56c65918aec4bc69d906b45b9df40bb
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05298652

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