Lithium hydroxide, monohydrate → 2-(2-Cyclopropyloxazol-4-yl)acetic acid

HRID 82210Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 82210
O.[OH-].[Li+].[CH:4]1([C:7]2[O:8][CH:9]=[C:10]([CH2:12][C:13]([O:15]CC)=[O:14])[N:11]=2)[CH2:6][CH2:5]1>C1COCC1.O>[CH:4]1([C:7]2[O:8][CH:9]=[C:10]([CH2:12][C:13]([OH:15])=[O:14])[N:11]=2)[CH2:5][CH2:6]1

Komponenten

5

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 86672106Ethyl 2-(2-cyclopropyloxazol-4-yl)acetate

Produkt 1

HCID 821250972-(2-Cyclopropyloxazol-4-yl)acetic acidAusbeute 66 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Lithium hydroxide monohydrate (7.83 g, 186.7 mmol) was added to ethyl (2-cyclopropyl-1,3-oxazol-4-yl)acetate (Preparation 154, 7.00 g, 35.9 mmol) in THF (200 mL) and water (100 mL). The mixture was stirred at room temperature for 2 hours then the reaction mixture volume was reduced to one third by evaporation in vacuo. The aqueous residue was acidified using aqueous HCl (1.0 M) then extracted with EtOAc (200 mL). The organic phase was evaporated in vacuo and the crude material was triturated with diethyl ether (100 mL) to afford the title compound as a white solid in 66% yield, 4.00 g.

Aufarbeitung

  1. customthe reaction mixture volume was reduced to one third by evaporation in vacuo
  2. extractionthen extracted with EtOAc (200 mL)
  3. customThe organic phase was evaporated in vacuo
  4. customthe crude material was triturated with diethyl ether (100 mL)

Quellen und Nachweise

ORD-Eintrag
ord-99f63dc072ae404fa418fbbaec48ec6b
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846698B2

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