Reacción #1824334

Ecuación de reacción

ether

3,3-dimethyl butan-1-ol

pyridinium chlorochromate

→

ethyl 5,5-dimethylhex-2-enoate

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónfiltered
2. 2
   workup.ADDITIONwas added to the filtrate
3. 3
   OtroThe mixture was evaporated under vacuum
4. 4
   Otrothe residue purified by silica gel chromatography

Procedimiento

3,3-dimethyl butan-1-ol (1.3 g) was stirred for 2 hours in dichloromethane (30 ml) with pyridinium chlorochromate (5.5 g) at room temperature, diluted with ether and filtered. Wittig reagent Ph3P=CH--CO2C2H5 (carbethoxymethylenetriphenylphosphorane)(3.6 g) was added to the filtrate and stirred overnight. The mixture was evaporated under vacuum and the residue purified by silica gel chromatography to yield 1.25 g of ethyl 5,5-dimethylhex-2-enoate.

Fuente