Reacción #1447102

ord-df0f8061cfab4a35a64afc09e0ad3cb5

Ecuación de reacción

CC(C)(C)[O-].[K+]
KOtBu
CCc1ccc(-c2cc(Br)cc(F)c2C#N)cc1
1-Bromo-4-cyano-3-fluoro-5-(4-ethyl-phenyl)-benzene
CC(C)(C)[O-].[K+]
KOtBu
Cl
HCl
OC1CCC1
cyclobutanol
CCc1ccc(-c2cc(Br)cc(OC3CCC3)c2C#N)cc1
title compound
CCc1ccc(-c2cc(Br)cc(OC3CCC3)c2C#N)cc1
1-Bromo-4-cyano-3-cyclobutoxy-5-(4-ethyl-phenyl)-benzene

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONcharged with a stir bar
  2. 2
    workup.ADDITIONis added
  3. 3
    ExtracciónThe resulting mixture is extracted with ethyl acetate
  4. 4
    Secadothe combined organic phases are dried (sodium sulphate)
  5. 5
    Otrothe solvent is removed

Procedimiento

1-Bromo-4-cyano-3-fluoro-5-(4-ethyl-phenyl)-benzene (1.2 g) is added to a flask charged with a stir bar, KOtBu (0.5 g) and cyclobutanol (3.0 g). The solution is stirred at room temperature overnight, before another portion of KOtBu (0.2 g) is added. The solution is stirred for another 5 h and then neutralized with 1 M aqueous HCl solution. The resulting mixture is extracted with ethyl acetate, the combined organic phases are dried (sodium sulphate) and the solvent is removed to give the title compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07879806B2uspto-grants-2011_02