Reacción #3067

ord-22f4a8336221412198601584d84cd4b1

Ecuación de reacción

CCOC(=O)Cc1cccc(Br)c1
ethyl 3-bromophenylacetate
C=[CH][Sn]([CH2]CCC)([CH2]CCC)[CH2]CCC
vinyltributyltin
→
C=Cc1cccc(CC(=O)OCC)c1
ethyl 3-vinylphenylacetate

Reactantes

CCOC(=O)Cc1cccc(Br)c1
ethyl 3-bromophenylacetate
C=[CH][Sn]([CH2]CCC)([CH2]CCC)[CH2]CCC
vinyltributyltin

Reactivos

c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1
Pd(PPh3)4

Disolventes

CN(C)C=O
DMF

Condiciones de reacción

Temperatura
90°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

A mixture of 1.0 mmol of ethyl 3-bromophenylacetate, 1.5 mmol of vinyltributyltin, and 0.1 mmol of Pd(PPh3)4 in 4 mL DMF was stirred and heated at 90° C. for 1-16 h. Chromatography provided ethyl 3-vinylphenylacetate.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05731432uspto-grants-1998_03