Hydrochloric Acid → 3,4-Bis(tetradecyloxy)benzoic acid

HRID 248010Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 248010
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-].[K+].O.Cl>C(O)C>[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

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 120485573,4-Bis(tetradecyloxy)benzoic acid methyl ester

Produkt 1

HCID 190162583,4-Bis(tetradecyloxy)benzoic acidAusbeute 100,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 35 g of product from Example 103, 7.5 g of potassium hydroxide, 30 ml of water and 500 ml of ethyl alcohol is heated at reflux for 24 hours. The reaction is then stirred at room temperature for 48 hours and acidified to pH 2 with concentrated hydrochloric acid. The mixture is concentrated in vacuo, diluted with water and extracted with chloroform. The combined organic layers are washed with saturated sodium chloride, dried and concentrated in vacuo to give 34.2 g of the desired product.

Aufarbeitung

  1. temperatureis heated
  2. temperatureat reflux for 24 hours
  3. concentrationThe mixture is concentrated in vacuo
  4. additiondiluted with water
  5. extractionextracted with chloroform
  6. washThe combined organic layers are washed with saturated sodium chloride
  7. customdried
  8. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2b648ebf29584bcfa1919f1fd622cfa9
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05208247

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