Reaktion #574068

ord-287635de43894b119b5328a7238acd2a

Reaktionsgleichung

CC(C)(Oc1ccc(N)cc1)C(=O)O
2-(4-aminophenoxy)-2-methylpropionic acid
O=C(Cl)c1cc(Cl)cc(Cl)c1
3,5-dichlorobenzoyl chloride
Cl
HCl
→
CC(C)(Oc1ccc(NC(=O)c2cc(Cl)cc(Cl)c2)cc1)C(=O)O
fine crystals
Ausbeute 76.0%
CC(C)(Oc1ccc(NC(=O)c2cc(Cl)cc(Cl)c2)cc1)C(=O)O
2-(4-(3,5-dichlorobenzamido)phenoxy)-2-methylpropionic acid
Ausbeute 76.0%

Edukte

CC(C)(Oc1ccc(N)cc1)C(=O)O
2-(4-aminophenoxy)-2-methylpropionic acid
O=C(Cl)c1cc(Cl)cc(Cl)c1
3,5-dichlorobenzoyl chloride
Cl
HCl

Reagenzien

Keine

Lösungsmittel

[Na+].[OH-]
NaOH
[Na+].[OH-]
NaOH

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas gradually added
  2. 2
    Sonstigestrongly alkaline during the reaction
  3. 3
    SonstigeThe white precipitate was recrystallized from aqueous isopropanol

Vorschrift

To a solution of 0.5 g 2-(4-aminophenoxy)-2-methylpropionic acid in 5 ml 2N NaOH, 0.70 ml 3,5-dichlorobenzoyl chloride was dropwise added with stirring 5 ml additional 2N NaOH was gradually added to keep the PH strongly alkaline during the reaction. After 1 hour stirring, the reaction product was acidified with HCl. The white precipitate was recrystallized from aqueous isopropanol to give 1.4 g (76%) of fine crystals MP 206°-207°.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05292935uspto-grants-1994_03