Reacción #171550

ord-64b58d274e2e4aa28813d026de0dee4f

Ecuación de reacción

Brc1cn[nH]c1
4-bromo-1H-pyrazole
OCCCl
2-chloroethanol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
PPh3
CCOC(=O)/N=N/C(=O)OCC
DEAD
ClCCn1cc(Br)cn1
title compound 75
ClCCn1cc(Br)cn1
4-Bromo-1-(2-chloroethyl)-1H-pyrazole

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónIt was then concentrated under reduced pressure
  2. 2
    workup.ADDITIONthe residue was treated with ether
  3. 3
    Filtraciónthe resultant suspension was filtered
  4. 4
    OtroThe filtrate was collected
  5. 5
    Concentraciónconcentrated under reduced pressure

Procedimiento

To a solution of 4-bromo-1H-pyrazole (5 g, 34.02 mmol), 2-chloroethanol (2.7 mL, 40.82 mmol) and PPh3 (10.71 g, 40.82 mmol) and in THF (68 mL) at 0° C. was added DEAD (6.4 mL, 40.8 mmol). The mixture was allowed to warm-up to room temperature and stirred overnight. It was then concentrated under reduced pressure, the residue was treated with ether and the resultant suspension was filtered. The filtrate was collected and concentrated under reduced pressure to afford the title compound 75 which was used in the next step without further purification. MS (m/z): 209.0 (M+H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08846927B2uspto-grants-2014_09