Reaktion #1516625

ord-382bdb5f03c9427cbedfd7a814c45eaf

Reaktionsgleichung

CCOC(=O)COc1ccc(NC(C)=O)cc1
ethyl 2-(4-acetamidophenoxy)acetate
[Na+].[OH-]
NaOH
CC(=O)Nc1ccc(OCC(=O)O)cc1
title compound
CC(=O)Nc1ccc(OCC(=O)O)cc1
2-(4-acetamidophenoxy)acetic acid

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Einengenconcentrated
  2. 2
    workup.ADDITIONThe residue was diluted with water (20 mL)
  3. 3
    Waschenwashed ethyl acetate (2×20 mL)
  4. 4
    Extraktionextracted with ethyl acetate (2×20 ml)
  5. 5
    WaschenThe combined organic layers were washed with brine (30 mL)
  6. 6
    Trocknendried over Na2SO4
  7. 7
    Einengenconcentrated

Vorschrift

To a solution of ethyl 2-(4-acetamidophenoxy)acetate (237 mg, 1 mmol) in EtOH (10 ml) was added 10% NaOH aqueous solution (10 mL) at 26° C. The mixture was stirred for 30 min and then concentrated. The residue was diluted with water (20 mL) and washed ethyl acetate (2×20 mL). The aqueous layer was then acidified with 2N HCL until pH 3 and extracted with ethyl acetate (2×20 ml). The combined organic layers were washed with brine (30 mL), dried over Na2SO4 and concentrated to give the title compound which was used in next step without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08940726B2uspto-grants-2015_01