Hydrochloric Acid → HCID 11179971, Verbindung

HRID 1822295Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1822295
C([O:3][C:4](=[O:40])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[CH:19]=[C:18]([O:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][C:22]=3[O:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[CH:17]=[C:16]([CH3:38])[CH:15]=2)=[CH:9][C:8]=1[CH3:39])C.[OH-].[Na+].Cl>C(O)C.O>[CH3:39][C:8]1[CH:9]=[C:10]([O:13][C:14]2[CH:19]=[C:18]([O:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][C:22]=3[O:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[CH:17]=[C:16]([CH3:38])[CH:15]=2)[CH:11]=[CH:12][C:7]=1[CH2:6][CH2:5][C:4]([OH:40])=[O:3]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57894208HCID 57894208, Verbindung

Produkt 1

HCID 11179971HCID 11179971, VerbindungAusbeute 109,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 3-{2-methyl-4-[3-methyl-5-(2-phenoxy-4-trifluoromethyl-phenoxy)-phenoxy]-phenyl}-propionic acid ethyl ester (0.137, 0.249 mmol) in ethanol (8 mL) is treated with 5 N NaOH (2 mL) and heated to reflux until saponification is completed. The mixture is cooled, and the solvent is removed in vacuo to afford a residue that is acidified with 1 N HCl. The mixture is diluted with water and extracted with ethyl acetate. The organic layer is dried (Na2SO4), and the solvent is removed in vacuo to afford 0.143 g (100%) of the title compound. 1H NMR (400 MHz, CDCl3); HRMS (ES+) m/z exact mass calculated for C30H25O5F3 523.1732, found 523.1721.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux until saponification
  3. temperatureThe mixture is cooled
  4. customthe solvent is removed in vacuo
  5. customto afford a residue that
  6. extractionextracted with ethyl acetate
  7. dry with materialThe organic layer is dried (Na2SO4)
  8. customthe solvent is removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4aff6617075a4222b3f84d4869dbf421
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07608639B2

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