Reaktion #928355

ord-618427771c444f09a719b5a2d96ce51a

Reaktionsgleichung

COC(=O)c1ccc(S(C)(=O)=O)cc1N(S(C)(=O)=O)S(C)(=O)=O
methyl 2-[N,N-bis(methylsulphonyl)amino]-4-methylsulphonylbenzoate
O.[Li+].[OH-]
lithium hydroxide monohydrate
Cl
hydrochloric acid
→
CS(=O)(=O)Nc1cc(S(C)(=O)=O)ccc1C(=O)O
2-methylsulphonylamino-4-methylsulphonylbenzoic acid

Edukte

COC(=O)c1ccc(S(C)(=O)=O)cc1N(S(C)(=O)=O)S(C)(=O)=O
methyl 2-[N,N-bis(methylsulphonyl)amino]-4-methylsulphonylbenzoate
O.[Li+].[OH-]
lithium hydroxide monohydrate
Cl
hydrochloric acid

Reagenzien

Keine

Lösungsmittel

CO
methanol

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 suspension of methyl 2-[N,N-bis(methylsulphonyl)amino]-4-methylsulphonylbenzoate (22.9 g) and lithium hydroxide monohydrate (7.5 g) in aqueous methanol (50%) was stirred at room temperature for 18 hours. The resulting solution was acidified with concentrated hydrochloric acid and extracted with ethyl acetate. The combined organic extracts were dried (magnesium sulphate), filtered and evaporated to yield 2-methylsulphonylamino-4-methylsulphonylbenzoic acid as a beige solid, NMR (acetone d6); 3.1(2s,6H), 7.57(dd,1H), 8.15(d,1H), 8.23(d,1H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06369270B1uspto-grants-2002_04