Reaktion #417581

ord-5643a07dcccb4127910530c0fb20a976

Reaktionsgleichung

O=[N+]([O-])c1ccc(S(=O)(=O)c2ccc([N+](=O)[O-])cc2CCCl)c(CCCl)c1
2-chloroethyl-4-nitrophenylsulfone
→
CC(C)NCCS(=O)(=O)c1ccc([N+](=O)[O-])cc1
1-methyl-N-[2-[(4-nitrophenyl)sulfonyl]ethyl]ethanamine

Edukte

O=[N+]([O-])c1ccc(S(=O)(=O)c2ccc([N+](=O)[O-])cc2CCCl)c(CCCl)c1
2-chloroethyl-4-nitrophenylsulfone

Reagenzien

Keine

Lösungsmittel

CC(C)N
isopropylamine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe isopropylamine is removed by evaporation
  2. 2
    workup.DISSOLUTIONthe residue is dissolved with agitation in a mixture of methylene chloride and dilute sodium hydroxide
  3. 3
    ExtraktionThe methylene chloride layer is extracted with dilute sodium hydroxide
  4. 4
    Trocknendried over magnesium sulfate
  5. 5
    SonstigeThe solvent is removed by evaporation

Vorschrift

A solution of 2-chloroethyl-4-nitrophenylsulfone in isopropylamine is stirred at room temperature for about 72 hr. The isopropylamine is removed by evaporation, and the residue is dissolved with agitation in a mixture of methylene chloride and dilute sodium hydroxide. The methylene chloride layer is extracted with dilute sodium hydroxide, and dried over magnesium sulfate. The solvent is removed by evaporation to give 1-methyl-N-[2-[(4-nitrophenyl)sulfonyl]ethyl]ethanamine as an oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04895840uspto-grants-1990_01