Reacción #75329

Ecuación de reacción

cyclopentanone

water

→

residue

Rendimiento 197.3%

1-[Prop-1-en-1-yl)spiro[2.4]heptan -4-one

Rendimiento 197.3%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITAfter having been left for two supplemental hours
2. 2
   Temperaturaat reflux
3. 3
   workup.STIRRINGstirring
4. 4
   workup.ADDITIONpoured onto ice
5. 5
   Extracciónextracted with ether
6. 6
   LavadoThe combined organic extracts were successively washed with 1N HCl
7. 7
   OtroBy the evaporation of the volatile components

Procedimiento

2.1 g (25 mM) of cyclopentanone, containing 0.3% of water, in 20 ml of THF were added dropwise to the reaction mixture while stirring. After having been left for two supplemental hours at reflux and stirring, the reaction mixture was cooled to room temperature, poured onto ice and extracted with ether. The combined organic extracts were successively washed with 1N HCl, a diluted aqueous solution of sodium bicarbonate and finally water. By the evaporation of the volatile components there were obtained 3.7 g of residue which, upon bulb-distillation gave 2.25 g (yield 67%) of the desired spiro-heptanone having a b.p. of 110°-125°/10 Torr. The assessed purity is of about 90%. The product represents an isomeric mixture containing cis- and trans- 1-(prop-1-en-1-yl) spiro [2.4]heptan-4-one in a 2:1 respective weight ratio.

Fuente