Reacción #1927

ord-f5ea82e1d125454e8bce94b7fc33917f

Ecuación de reacción

COC(=O)c1sccc1CBr
methyl 3-bromomethyl-2-thiophenecarboxylate
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
COC(=O)c1sccc1C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
2-methoxycarbonylthiophen-3-ylmethyltriphenylphosphonium bromide
Rendimiento 70.4%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe precipitated crystals were collected by filtration
  2. 2
    Otrodried

Procedimiento

To a solution of methyl 3-bromomethyl-2-thiophenecarboxylate (7.31 g, 31.1 mmol) in toluene (90 ml) was added triphenylphosphine (7.92 g, 30.2 mmol) under ice cooling. The temperature of the mixture was raised to room temperature, followed by stirring for 2 days. The precipitated crystals were collected by filtration and dried to give 2-methoxycarbonylthiophen-3-ylmethyltriphenylphosphonium bromide (10.57 g, 70.4%). This product was subjected to the reaction of Reference Example 13 without purification.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05726325uspto-grants-1998_03