Hydrochloric Acid → (2-Benzyl-3-oxo-2,3-dihydro-1H-isoindol-1-yloxy)-acetic acid

HRID 492235Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 492235
C([O:3][C:4](=[O:24])[CH2:5][O:6][CH:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:16])[N:8]1[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)C.C(=O)([O-])[O-].[K+].[K+].Cl>CO.O>[CH2:17]([N:8]1[C:9](=[O:16])[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]1[O:6][CH2:5][C:4]([OH:24])=[O:3])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 10568063HCID 10568063, Verbindung

Produkt 1

HCID 10613926(2-Benzyl-3-oxo-2,3-dihydro-1H-isoindol-1-yloxy)-acetic acidAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of compound 21 (2.0 g, 6.15 mmol) in methanol (20 mL) and water (5 mL) was added potassium carbonate (1.3 g, 9.4 mmol) and the resulting reaction mixture was allowed to stir at reflux for 2 hours. The reaction mixture is poured onto 1N HCl and extracted with dichloromethane (3×100 mL) and the combined dichloromethane extracts were dried over anhydrous sodium sulfate and concentrated in vacuo to provide 1.7 g of 22 as a white solid (1.83 g theoretical, 93% yield).

Aufarbeitung

  1. customthe resulting reaction mixture
  2. temperatureat reflux for 2 hours
  3. extractionextracted with dichloromethane (3×100 mL)
  4. dry with materialthe combined dichloromethane extracts were dried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0da27ae7c8694fcc91a6453b1d5e9325
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07531671B2

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