Methyl-3,5-didecoxybenzoate → Benzoic acid, 3,5-bis(decyloxy)-

HRID 1110212Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1110212
C[O:2][C:3](=[O:32])[C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH:7]=[C:6]([O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH:5]=1>CO.[OH-].[Na+]>[CH2:22]([O:21][C:6]1[CH:5]=[C:4]([CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH:7]=1)[C:3]([OH:32])=[O:2])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

Komponenten

4

Edukt 1

HCID 10343663Methyl-3,5-didecoxybenzoate

Produkt 1

HCID 10320747Benzoic acid, 3,5-bis(decyloxy)-Ausbeute 96,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of 6.0 g (0.013 mol) of 3,5-bis(decyloxy)benzoic acid methyl ester in 300 ml of methanol and 40 ml of 1N sodium hydroxide was stirred at reflux for 3.5 hours. The reaction mixture was concentrated under reduced pressure and the residue was acidified with 6N HCl. The product was extracted with ethyl acetate and the dried extract was concentrated under reduced pressure to a yellow solid. Recrystallization from methanol-water gave 5.45 g (95% yield, mp 56°-58°) of 3,5-bis(decyloxy)benzoic acid.

Aufarbeitung

  1. temperatureat reflux for 3.5 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. extractionThe product was extracted with ethyl acetate
  4. extractionthe dried extract
  5. concentrationwas concentrated under reduced pressure to a yellow solid
  6. customRecrystallization from methanol-water

Quellen und Nachweise

ORD-Eintrag
ord-6a2cfd1a546e468f97d193d9d338ec7a
Quelldatensatz
uspto-grants-1994_06
Patentnummer
US05324747

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