Reacción #159012

ord-2f132ea924ef4c439b2a8c86e4152ca1

Ecuación de reacción

O=C(Cl)c1ccc2cc(Br)ccc2c1
6-Bromonaphthalene-2-carbonyl chloride
C[Si](C)(C)C=[N+]=[N-]
TMS diazomethane
[N-]=[N+]=CC(=O)c1ccc2cc(Br)ccc2c1
1-(6-bromonaphthalen-2-yl)-2-diazoethanone

Disolventes

Condiciones de reacción

Temperatura
0°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroice bath was removed
  2. 2
    OtroReaction mixture
  3. 3
    Otroevaporated under vacuum

Procedimiento

6-Bromonaphthalene-2-carbonyl chloride (27.0 g, crude) was dissolved in dichloromethane (330 mL) and cooled to 0° C. TMS diazomethane solution (100 mL, 2 M in DCM) was added, and ice bath was removed. Reaction mixture was stirred for 16 hours and evaporated under vacuum, giving 1-(6-bromonaphthalen-2-yl)-2-diazoethanone (34.7 g, crude) as an orange solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08822430B2uspto-grants-2014_09