Hydrochloric Acid → 4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-cinnamic acid

HRID 1007509Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1007509
[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[C:26]([C:27]([F:30])([F:29])[F:28])=[CH:25][C:17]([CH:18]=[CH:19][C:20]([O:22]CC)=[O:21])=[CH:16][C:15]=3[C:31]([F:34])([F:33])[F:32])[CH:11]=2)[NH:6][CH:5]=1)([CH3:3])[CH3:2].[OH-].[Na+].Cl.C(OCC)(=O)C>O1CCOCC1>[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[C:26]([C:27]([F:28])([F:29])[F:30])=[CH:25][C:17]([CH:18]=[CH:19][C:20]([OH:22])=[O:21])=[CH:16][C:15]=3[C:31]([F:34])([F:32])[F:33])[CH:11]=2)[NH:6][CH:5]=1)([CH3:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 86587749Ethyl 4-(3-isopropyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-cinnamate

Produkt 1

HCID 853318014-(3-Isopropyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-cinnamic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

0.23 g (0.46 mmol) of ethyl cinnamate derivative from Example 13 are dissolved in 10 ml of dioxane, 4 ml of 1 molar sodium hydroxide solution are added and the mixture is stirred for 5 hours at room temperature. The reaction solution is acidified to pH 4 using 1N hydrochloric acid, treated with ethyl acetate and the aqueous phase is extracted a further two times with ethyl acetate. The combined organic phases are washed with sodium chloride solution, dried over sodium sulphate, filtered, concentrated and dried overnight in a high vacuum.

Aufarbeitung

  1. extractionthe aqueous phase is extracted a further two times with ethyl acetate
  2. washThe combined organic phases are washed with sodium chloride solution
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customdried overnight in a high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-7bbcdc45c63f47e299dc5667655277c0
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06794406B2

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