Reaktion #2254331

ord-a3100613125448ef867ddb0910b71a8e

Reaktionsgleichung

[Li][CH2]CCC
n-BuLi
FC(F)(F)c1cc(Cl)cc(Cl)c1
1,3-dichloro-5-(trifluoromethyl)benzene
CN(C)C=O
DMF
O=Cc1c(Cl)cc(C(F)(F)F)cc1Cl
title compound
O=Cc1c(Cl)cc(C(F)(F)F)cc1Cl
2,6-dichloro-4-(trifluoromethyl)benzaldehyde

Lösungsmittel

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigequenched with NH4Cl solution
  2. 2
    Extraktionextracted with diethyl ether
  3. 3
    TrocknenThe combined extracts were dried (Na2SO4)
  4. 4
    Einengenconcentrated
  5. 5
    Sonstigepurified via column chromatography

Vorschrift

A 2M n-BuLi solution (5.8 mL, 11.6 mmol) was added to a −78° C. THF solution (60 mL) of 1,3-dichloro-5-(trifluoromethyl)benzene (2.5 g, 11.6 mmol). After 45 min neat DMF (0.39 mL, 5.0 mmol) was added, and the resulting solution was allowed to warm to 0° C. gradually, quenched with NH4Cl solution, and extracted with diethyl ether. The combined extracts were dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09045389B2uspto-grants-2015_06