반응 #75329

반응 방정식

cyclopentanone

water

→

residue

수율 197.3%

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

수율 197.3%

용매

THF

반응 조건

후처리

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

실험 절차

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.

출처