Reaktion #697945

ord-4f959daad1374983be179a7481ada7a1

Reaktionsgleichung

CCOC(=O)c1ccc(S(C)(=O)=O)cc1N(CC)S(C)(=O)=O
ethyl 2-(N-ethyl-N-methylsulphonylamino)-4-methylsulphonylbenzoate
O.[Li+].[OH-]
lithium hydroxide monohydrate
Cl
hydrochloric acid
→
CCN(c1cc(S(C)(=O)=O)ccc1C(=O)O)S(C)(=O)=O
2-(N-ethyl-N-methylsulphonylamino)-4-methylsulphonylbenzoic acid
Ausbeute 90.4%

Edukte

CCOC(=O)c1ccc(S(C)(=O)=O)cc1N(CC)S(C)(=O)=O
ethyl 2-(N-ethyl-N-methylsulphonylamino)-4-methylsulphonylbenzoate
O.[Li+].[OH-]
lithium hydroxide monohydrate
Cl
hydrochloric acid

Reagenzien

Keine

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with ethyl acetate
  2. 2
    TrocknenThe combined organic extracts were dried (magnesium sulphate)
  3. 3
    Filtrationfiltered
  4. 4
    Sonstigeevaporated

Vorschrift

A mixture of ethyl 2-(N-ethyl-N-methylsulphonylamino)-4-methylsulphonylbenzoate (11.4 g) and lithium hydroxide monohydrate (1.37 g) in aqueous ethanol (50%) was stirred at room temperature for 19 hours. The mixture was then acidified with conc. hydrochloric acid and extracted with ethyl acetate. The combined organic extracts were dried (magnesium sulphate), filtered and evaporated to yield 2-(N-ethyl-N-methylsulphonylamino)-4-methylsulphonylbenzoic acid as a brown solid (9.48 g), NMR (acetone-d6); 1.15(t,3H), 2.98(s,3H), 3.22(s,3H), 3.85(q,2H), 8.0-8.25(m,3H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05998653uspto-grants-1999_12