HCID 67125768, Verbindung → HCID 49834134, Verbindung

HRID 1614866Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1614866
C([O:3][C:4](=[O:19])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C@@H:13]2[CH2:17][CH2:16][C:15](=[O:18])[CH2:14]2)=[CH:9][CH:8]=1)C>CCO.[OH-].[Na+]>[O:18]=[C:15]1[CH2:16][CH2:17][C@@H:13]([C:10]2[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]([OH:19])=[O:3])=[CH:8][CH:9]=2)[CH2:14]1

Komponenten

4

Edukt 1

HCID 67125768HCID 67125768, Verbindung

Produkt 1

HCID 49834134HCID 49834134, VerbindungAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

(R)-[4-(3-Oxo-cyclopentyl)-phenoxy]-acetic acid ethyl ester (preparation 30) (6.0 mmol, 1.57 g) was taken up in EtOH (6 mL) and NaOH (2N, 6 mL), the reaction mixture stirred at r.t. for 2 h. Then the EtOH was evaporated and the reaction mixture diluted with water, then neutralized with HCl (2N) to pH 5 and extracted with DCM. Dried over Na2SO4 and concentrated in vacuo to yield the title compound (1.24 g, 89%). 1H NMR (300 MHz, CDCl3) δ 7.23-7.06 (m, 2H), 6.98-6.72 (m, 2H), 4.66 (s, 2H), 3.53-3.13 (m, 1H), 2.64 (dd, J=7.5, 18.2, 1H), 2.56-2.17 (m, 4H), 2.14-1.69 (m, 1H).

Aufarbeitung

  1. customThen the EtOH was evaporated
  2. additionthe reaction mixture diluted with water
  3. extractionextracted with DCM
  4. dry with materialDried over Na2SO4
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2652b915713a485b932df9e5bffba0be
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765676B2

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