Reaktion #61384

Reaktionsgleichung

1,3-dichloro-propan-2-ol

diisopropylamide

1-fluoro-2-nitro-benzene

→

title compound

1-(2-Chloro-1-chloromethyl-ethoxy)-2-nitro-benzene

Lösungsmittel

THF

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRING8.5 mmoles) and stirred at room temperature overnight
2. 2
   Extraktionextracted with EtOAc
3. 3
   Waschenwashed with brine
4. 4
   Trocknendried over Na2SO4
5. 5
   Einengenconcentrated under vacuum

Vorschrift

A solution of 1,3-dichloro-propan-2-ol (1.29 g, 10 mmoles) in THF, under nitrogen, was cooled to 0° C., treated dropwise with llithium diisopropylamide (LDA) (5 ml, 2M solution in hexanes, 10 mmoles), while maintaining the temperature constant at 0° C., stirred at 0° C. for 15 minutes, treated with 1-fluoro-2-nitro-benzene (1.2 g ml, 8.5 mmoles) and stirred at room temperature overnight. The reaction mixture was diluted with water and extracted with EtOAc. The extracts were combined, washed with brine, dried over Na2SO4, and concentrated under vacuum, to afford the title compound as an off-white solid (2.0 g, 8 mmoles), identified by HNMR analysis.

Quelle