Methanol → 3-(4,5,7-Trifluorobenzothiazol-2-yl)propionic acid

HRID 1940609Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1940609
CO.[OH-].[Na+].[F:5][C:6]1[C:11]2[N:12]=[C:13]([CH2:15][CH2:16][C:17]([O:19]CC)=[O:18])[S:14][C:10]=2[C:9]([F:22])=[CH:8][C:7]=1[F:23]>O>[F:5][C:6]1[C:11]2[N:12]=[C:13]([CH2:15][CH2:16][C:17]([OH:19])=[O:18])[S:14][C:10]=2[C:9]([F:22])=[CH:8][C:7]=1[F:23]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 21463563Ethyl 3-(4,5,7-trifluorobenzothiazol-2-yl)propionate

Produkt 1

HCID 214635293-(4,5,7-Trifluorobenzothiazol-2-yl)propionic acidAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a mixture of methanol (8 ml), water (6 ml) and 2N sodium hydroxide (2 ml, 4 mmol) was added ethyl 3-(4,5,7-trifluorobenzothiazol-2-yl)propionate (1.1 g, 3.8 mmol) and the mixture was stirred for 15 min. at ambient temperature. The reaction solution was diluted with water and then extracted with ethyl acetate. The organic layer was washed with water, then dried and evaporated to yield a residue, which was recrystallized from hexane-isopropyl ether to give 3-(4,5,7-trifluorobenzothiazol-2-yl)propionic acid (840 mg, 85%) as colorless needles.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. customdried
  4. customevaporated
  5. customto yield a residue, which
  6. customwas recrystallized from hexane-isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-ce24b89938924a28b11bba22ecc063e1
Quelldatensatz
uspto-grants-1997_12
Patentnummer
US05700819

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