[4-Acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acid ethyl ester → [4-Acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acid

HRID 2231444Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2231444
C([O:3][C:4](=[O:37])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:15])[CH3:14])=[C:9]([O:16][CH2:17][CH2:18][CH2:19][O:20][C:21]2[CH:26]=[CH:25][C:24]([C:27](=[O:29])[CH3:28])=[C:23]([OH:30])[C:22]=2[CH2:31][CH2:32][CH3:33])[C:8]=1[CH2:34][CH2:35][CH3:36])C>C(O)C.[OH-].[Na+]>[C:13]([C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]([OH:37])=[O:3])=[C:8]([CH2:34][CH2:35][CH3:36])[C:9]=1[O:16][CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([C:27](=[O:29])[CH3:28])=[C:23]([OH:30])[C:22]=1[CH2:31][CH2:32][CH3:33])(=[O:15])[CH3:14]

Komponenten

4

Edukt 1

HCID 13389148[4-Acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acid ethyl ester

Produkt 1

HCID 13389149[4-Acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acidAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A suspension of 1.94 g of [4-acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acid ethyl ester in 5 ml of ethanol and 20 ml of 1.0N sodium hydroxide was refluxed for 1 hour. After cooling, ice water was added and the mixture was acidified. The precipitate was extracted with methylene chloride. The dried, over magnesium sulfate, extract was concentrated in vacuo to an oil. Crystallization from ether-hexane gave 1.29 g, mp 124°-125°, (71% yield) of [4-acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acid.

Aufarbeitung

  1. temperaturewas refluxed for 1 hour
  2. temperatureAfter cooling
  3. extractionThe precipitate was extracted with methylene chloride
  4. extractionThe dried, over magnesium sulfate, extract
  5. concentrationwas concentrated in vacuo to an oil
  6. customCrystallization from ether-hexane

Quellen und Nachweise

ORD-Eintrag
ord-22a5865a0cab4ea391f33686d999af0f
Quelldatensatz
uspto-grants-1988_11
Patentnummer
US04782176

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