Hydrochloric Acid → 4-Tert-butyl-2-[5-(2-carboxyphenylmethoxy)benzofuran-2-yl]thiazole

HRID 487684Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 487684
[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[C:27]([O:29]C)=[O:28])=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl>CO.O>[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[C:27]([OH:29])=[O:28])=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 190927604-Tert-butyl-2-[5-(2-methoxycarbonylphenylmethoxy)benzofuran-2-yl]thiazole

Produkt 1

HCID 190927584-Tert-butyl-2-[5-(2-carboxyphenylmethoxy)benzofuran-2-yl]thiazoleAusbeute 99,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 4-tert-butyl-2-[5-(2-methoxycarbonylphenylmethoxy)benzofuran-2-yl]thiazole (0.28 g) and 4N aqueous sodium hydroxide (1.0 ml) in methanol (5 ml) was stirred under reflux 5.5 hours. After being cooled, the resulting solution was concentrated under reduced pressure to give a residue. The residue was dissolved in water and adjusted to pH 4 with diluted aqueous hydrochloric acid to give crystals. The crystals were filtered and washed with water to give 4-tert-butyl-2-[5-(2-carboxyphenylmethoxy)benzofuran-2-yl]thiazole (0.27 g).

Aufarbeitung

  1. temperatureunder reflux 5.5 hours
  2. temperatureAfter being cooled
  3. concentrationthe resulting solution was concentrated under reduced pressure
  4. customto give a residue
  5. customto give crystals
  6. filtrationThe crystals were filtered
  7. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-18c47e5cef6e4ad7b27097a6505279fd
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05296495

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