Reacción #61384

Ecuación de reacción

1,3-dichloro-propan-2-ol

diisopropylamide

1-fluoro-2-nitro-benzene

→

title compound

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

Disolventes

THF

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRING8.5 mmoles) and stirred at room temperature overnight
2. 2
   Extracciónextracted with EtOAc
3. 3
   Lavadowashed with brine
4. 4
   Secadodried over Na2SO4
5. 5
   Concentraciónconcentrated under vacuum

Procedimiento

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.

Fuente