Sodium Hydroxide → 3-(4-(Methylthio)phenylamino)-3-oxopropanoic acid

HRID 1776492Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1776492
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:22])[CH2:11][C:12]([O:14]CC2C=CC=CC=2)=[O:13])=[CH:5][CH:4]=1.[OH-].[Na+]>CO.Cl>[CH3:1][S:2][C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10](=[O:22])[CH2:11][C:12]([OH:14])=[O:13])=[CH:7][CH:8]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 86679443Benzyl 3-(4-(methylthio)phenylamino)-3-oxopropanoate

Produkt 1

HCID 622307273-(4-(Methylthio)phenylamino)-3-oxopropanoic acidAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

Benzyl 3-(4-(methylthio)phenylamino)-3-oxopropanoate (150 mg, 0.476 mmol) was dissolved in MeOH (1.5 ml). NaOH 1M (500 μl) was added, and the reaction was stirred at 40° C. for 2 hours to achieve completion. The reaction mixture was diluted with HCl 1N and extracted with EtOAc. The organic phase was washed with HCl 1N and brine, dried over Na2SO4 and concentrated under vacuum to give 3-(4-(methylthio)phenylamino)-3-oxopropanoic acid (90 mg, 84% yield).

Aufarbeitung

  1. extractionextracted with EtOAc
  2. washThe organic phase was washed with HCl 1N and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-dd585cbeb5314c6481e7a600d75e718f
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09265768B2

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