Reaktion #216826

ord-b2d7135e89b9457fbf63c1297f0d6f66

Reaktionsgleichung

FC(F)(F)Sc1c(-c2ccc(Cl)cc2)[nH]c(C(F)(F)F)c1Br
3-bromo-5-(p-chlorophenyl)-2-(trifluoromethyl)-4-[(trifluoromethyl)thio]pyrrole
CC(C)(C)[O-].[K+]
potassium tert-butoxide
CCOCCl
chloromethyl ethyl ether
CCOCn1c(-c2ccc(Cl)cc2)c(SC(F)(F)F)c(Br)c1C(F)(F)F
title product
CCOCn1c(-c2ccc(Cl)cc2)c(SC(F)(F)F)c(Br)c1C(F)(F)F
3-Bromo-5-(p-chlorophenyl)-1-(ethoxymethyl)-2-(trifluoromethyl)-4-[(trifluoromethyl)thio]pyrrole

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe organic phase is separated
  2. 2
    Trocknendried over anhydrous magnesium sulfate
  3. 3
    Einengenconcentrated in vacuo
  4. 4
    Sonstigeto obtain a residue

Vorschrift

A solution of 3-bromo-5-(p-chlorophenyl)-2-(trifluoromethyl)-4-[(trifluoromethyl)thio]pyrrole (0.6 g, 1.4 mmol) and potassium tert-butoxide (0.19 g, 1.7 mmol) in tetrahydrofuran is stirred for 15 minutes, treated with chloromethyl ethyl ether (0.16 g, 1.7 mmol), stirred for 30 minutes and diluted with an ether/water mixture. The organic phase is separated, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain a residue. Chromatography of the residue using silica gel and a 1:9 ethyl acetate/hexanes solution gives the title product as an amber oil which is identified by 1HNMR and 13CNMR spectral analyses.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05468877uspto-grants-1995_11