Water → 1-(Benzo[d]oxazol-2-yl)cyclopropanecarboxylic acid

HRID 2241358Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2241358
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1([C:13]([O:15]C)=[O:14])[CH2:12][CH2:11]1.C1COCC1.O.[Li+].[OH-]>C(OCC)(=O)C>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1([C:13]([OH:15])=[O:14])[CH2:12][CH2:11]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 68518116Methyl 1-(benzo[d]oxazol-2-yl)cyclopropanecarboxylate

Produkt 1

HCID 685133131-(Benzo[d]oxazol-2-yl)cyclopropanecarboxylic acidAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a stirred solution of methyl 1-(benzo[d]oxazol-2-yl)cyclopropanecarboxylate (0.132 g, 0.6077 mmol) in 3 mL 3:2 THF:H2O at room temperature under nitrogen was added LiOH (0.02911 g, 1.215 mmol). After stirring at ambient temperature overnight the reaction was diluted to 30 mL with ethyl acetate and washed with 2N HCl, water and brine. The organics were dried (MgSO4), filtered and concentrated to a white solid (100 mg, 81% yield).

Aufarbeitung

  1. washwashed with 2N HCl, water and brine
  2. dry with materialThe organics were dried (MgSO4)
  3. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-15b1df92e5eb48e2a9410c3b1482d797
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07723330B2

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