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

HRID 660318Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 660318
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-2b8bbd5a8b714e7580e6c247a35ba453
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084484B2

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