2-(4-Methoxy-benzenesulfonyl)-3-phenyl-propionic acid ethyl ester → 2-(4-Methoxy-benzenesulfonyl)3-phenyl-propionic acid

HRID 2270314Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2270314
C([O:3][C:4](=[O:24])[CH:5]([S:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)(=[O:15])=[O:14])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)C>CO.[OH-].[Na+]>[CH3:23][O:22][C:19]1[CH:18]=[CH:17][C:16]([S:13]([CH:5]([CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:4]([OH:24])=[O:3])(=[O:15])=[O:14])=[CH:21][CH:20]=1

Komponenten

4

Edukt 1

HCID 108934292-(4-Methoxy-benzenesulfonyl)-3-phenyl-propionic acid ethyl ester

Produkt 1

HCID 108709182-(4-Methoxy-benzenesulfonyl)3-phenyl-propionic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-(4-methoxy-benzenesulfonyl)-3-phenyl-propionic acid ethyl ester (348 mg, 1 mmol) in methanol (25 ml), 10 N NaOH (10 ml) was added. The reaction mixture was stirred at room temperature for 48 hours. At the end, the reaction mixture was concentrated and carefully neutralized with dilute HCl. The residue obtained was extracted with chloroform, washed well with water, dried and concentrated. The product obtained was purified by silica-gel column chromatography by eluting with ethyl acetate: methanol (95:5) to afford 2-(4-methoxy-benzenesulfonyl)-3-phenyl-propionic acid as a colorless oil. Yield: 250 mg, 89%; MS: 321 (M+H)+.

Aufarbeitung

  1. concentrationAt the end, the reaction mixture was concentrated
  2. customThe residue obtained
  3. extractionwas extracted with chloroform
  4. washwashed well with water
  5. customdried
  6. concentrationconcentrated
  7. customThe product obtained
  8. customwas purified by silica-gel column chromatography
  9. washby eluting with ethyl acetate: methanol (95:5)

Quellen und Nachweise

ORD-Eintrag
ord-d6be8e70bafd479d8bd8840042aba4ad
Quelldatensatz
uspto-grants-2001_12
Patentnummer
US06331563B1

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