Reacción #82104

ord-aac6fa2d8f224448bf2aa8d745c21d9b

Ecuación de reacción

[Cl-].[NH4+]
ammonium chloride
[CH3][Sn]([CH3])([CH3])[Cl]
trimethyltin chloride
Cc1ccc2sccc2c1
5-methylbenzo[b]thiophene
[Li][CH2]CCC
butyllithium
Cc1ccc2s[c]([Sn]([CH3])([CH3])[CH3])cc2c1
5-methyl-2-trimethylstannylbenzo[b]thiophene

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe product is obtained
  2. 2
    Extracciónby extracting with 100 ml and 150 ml of ether
  3. 3
    workup.DISTILLATIONDistillation at 0.15 mbar and 100°-106°

Procedimiento

A solution of 7.411 g of 5-methylbenzo[b]thiophene (Maybridge, Chemical Co. Ltd., 11-78) in 35 ml of ether is added dropwise at 0° to a mixture of 40 ml of 1.5N butyllithium in hexane and 40 ml of ether. After 30 minutes, a solution of 9.963 g of trimethyltin chloride in 50 ml of ether is also added dropwise at 0°. After stirring for 1 hour at 0°, 50 ml of 5% ammonium chloride solution are added. The product is obtained by extracting with 100 ml and 150 ml of ether. Distillation at 0.15 mbar and 100°-106° yields 5-methyl-2-trimethylstannylbenzo[b]thiophene.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05620998uspto-grants-1997_04