Sodium Hydroxide → 2(R)-[[4-methoxybenzenesulfonyl](benzyl)amino]propionic acid

HRID 264297Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 264297
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C@H:13]([CH3:18])[C:14]([O:16]C)=[O:15])(=[O:11])=[O:10])=[CH:5][CH:4]=1.[OH-].[Na+]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([S:9]([N:12]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C@H:13]([CH3:18])[C:14]([OH:16])=[O:15])(=[O:11])=[O:10])=[CH:7][CH:8]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 54285520methyl 2(R)-[[4-methoxybenzenesulfonyl](benzyl)amino]propionate

Produkt 1

HCID 105217632(R)-[[4-methoxybenzenesulfonyl](benzyl)amino]propionic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of methyl 2(R)-[[4-methoxybenzenesulfonyl](benzyl)amino]propionate (1.05 g, 2.89 mmol) in tetrahydrofuran (60 mL) at room temperature is added 1N aqueous sodium hydroxide (8.6 mL, 8.67 mmol). The reaction mixture is stirred for 19 hours at room temperature. The tetrohydrofuran is then evaporated. The remaining residue is acidified with 1N hydrochloric acid and extracted with ethyl acetate. The combined organic extracts are washed with brine, dried (Na2SO4), and the solvent is evaporated to give 2(R)-[[4-methoxybenzenesulfonyl](benzyl)amino]propionic acid.

Aufarbeitung

  1. customThe tetrohydrofuran is then evaporated
  2. extractionextracted with ethyl acetate
  3. washThe combined organic extracts are washed with brine
  4. dry with materialdried (Na2SO4)
  5. customthe solvent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-e80a6777d8b846a39680792af72fe39c
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05646167

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