Реакция #1537

ord-8f3db3635526422b993dd23dd01d5b7e

Уравнение реакции

CC(=O)OC(CCl)c1ccsc1S(=O)(=O)NC(C)(C)C
N-t-butyl-3-(1-acetoxy-2-chloroethyl)-2-thiophenesulfonamide
CC(=O)OC(CCl)c1ccsc1S(N)(=O)=O
pure title compound
Выход 72.0%
CC(=O)OC(CCl)c1ccsc1S(N)(=O)=O
3-(1-acetoxy-2-chloroethyl)-2-thiophenesulfonamide
Выход 72.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Концентрированиеconcentrated under reduced pressure
  2. 2
    workup.DISSOLUTIONThe residue was dissolved in methylene chloride
  3. 3
    Промывкаthe solution was washed with aqueous sodium bicarbanate solution
  4. 4
    ДругоеThe organic layer was separated
  5. 5
    Сушкаdried over anhydrous magnesium sulfate
  6. 6
    Фильтрацияfiltered
  7. 7
    КонцентрированиеThe filtrate was then concentrated

Методика

1.5 g (0.0044 mole) of N-t-butyl-3-(1-acetoxy-2-chloroethyl)-2-thiophenesulfonamide synthesized in Example 7 was dissolved in 5 ml of trifluoroacetic acid. The reaction solution was stirred at normal temperature for 12 hours and then concentrated under reduced pressure. The residue was dissolved in methylene chloride and the solution was washed with aqueous sodium bicarbanate solution. The organic layer was separated, dried over anhydrous magnesium sulfate and filtered. The filtrate was then concentrated. The residue was subjected to column chromatograpy on silica gel to obtain 760 mg (Yield: 72%) of the pure title compound.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05726127uspto-grants-1998_03