Sodium Hydroxide → 2(S)-Ethoxy-3-[4-(2-methylaminothiazol-5-yl)phenyl]propanoic acid

HRID 1864547Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1864547
C([CH2:4][NH:5][C:6]1[S:7][C:8]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][C@H:18]([O:23][CH2:24][CH3:25])[C:19]([O:21]C)=[O:20])=[CH:13][CH:12]=2)=[CH:9][N:10]=1)(=O)C.[OH-].[Na+]>CO.O>[CH2:24]([O:23][C@@H:18]([CH2:17][C:14]1[CH:13]=[CH:12][C:11]([C:8]2[S:7][C:6]([NH:5][CH3:4])=[N:10][CH:9]=2)=[CH:16][CH:15]=1)[C:19]([OH:21])=[O:20])[CH3:25]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 86606237methyl 3-{4-[2-(acetylmethylamino)thiazol-5-yl]phenyl}-2(S)-ethoxypropanoate

Produkt 1

HCID 866062382(S)-Ethoxy-3-[4-(2-methylaminothiazol-5-yl)phenyl]propanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

0.6 g (1.6 mmol) of methyl 3-{4-[2-(acetylmethylamino)thiazol-5-yl]phenyl}-2(S)-ethoxypropanoate in 25 ml of methanol and 2.4 ml (2.4 mmol) of aqueous 1M sodium hydroxide solution are heated at 60° C. for 18 hours. The reaction medium is cooled, diluted with water, acidified to pH 4-5 and then extracted with ethyl acetate and n-butanol. The organic phase is washed with saturated sodium chloride solution, dried over magnesium sulfate, filtered and evaporated. The residue obtained is used in step h without purification.

Aufarbeitung

  1. temperatureThe reaction medium is cooled
  2. extractionextracted with ethyl acetate and n-butanol
  3. washThe organic phase is washed with saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue obtained
  8. customis used in step h without purification

Quellen und Nachweise

ORD-Eintrag
ord-904a8860ac304ca2a65f0cdab5cd1557
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07625914B2

Notizen zur Reaktion

Wird geladen…