Acetic Acid → 2-(2-Thioxo-2,3-dihydro-benzooxazol-5-yl)-propionic acid

HRID 1626875Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1626875
C([O:3][C:4](=[O:17])[CH:5]([C:7]1[CH:8]=[CH:9][C:10]2[O:14][C:13](=[S:15])[NH:12][C:11]=2[CH:16]=1)[CH3:6])C.[OH-].[Na+].C(O)(=O)C>CCO.O>[S:15]=[C:13]1[NH:12][C:11]2[CH:16]=[C:7]([CH:5]([CH3:6])[C:4]([OH:17])=[O:3])[CH:8]=[CH:9][C:10]=2[O:14]1

Komponenten

6

Edukt 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 20319623Ethyl 2-(2-thioxo-2,3-dihydrobenzoxazol-5-yl)propionate

Produkt 1

HCID 577421532-(2-Thioxo-2,3-dihydro-benzooxazol-5-yl)-propionic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-(2-Thioxo-2,3-dihydro-benzooxazol-5-yl)-propionic acid ethyl ester (124 mg) in 90% aq. EtOH was added NaOH (102 mg) at room temperature. After stirred for 20 h at 45, the reaction mixture was cooled to room temperature, diluted with water. The resulting aqueous layer was acidified with acetic acid and then extracted with dichloromethane. The combined organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo. (105 mg, 95.4%)

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. dry with materialThe combined organic layer was dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e070e72a7e9242789db4041c78d727e5
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08785474B2

Notizen zur Reaktion

Wird geladen…