반응 #977792

반응 방정식

toluene

8-dimethylamino-1,4-dioxaspiro[4.5]decane-8-carbonitrile

acetylene

acetylene

→

4-dimethylamino-4-pyridin-2-yl cyclohexanone

반응 조건

후처리

1. 1
   농축the reaction solution was concentrated to low volume
2. 2
   workup.ADDITIONThe resulting crude product (5.47 g) was taken up in a mixture of water (8.7 ml) and concentrated hydrochloric acid (15 ml)
3. 3
   기타To recover the product it
4. 4
   세척was washed with diethyl ether (3×100 ml)
5. 5
   기타the phases separated
6. 6
   추출extracted with dichloromethane (3×100 ml)
7. 7
   건조the combined extracts dried (Na2SO4)
8. 8
   여과filtered
9. 9
   농축concentrated to low volume

실험 절차

A solution of 4.5 g 8-dimethylamino-1,4-dioxaspiro[4.5]decane-8-carbonitrile, 50 mg cyclopentadienyl cycloocta-1,5-diene cobalt (I) [cpCo(cod)] and 100 ml toluene were transferred into the reaction vessel in a protective gas/acetylene counterflow. After saturation with acetylene the reaction solution was irradiated for a period of 6 hours at a temperature of 25° C. with vigorous stirring. The reaction was interrupted by switching off the lamps and air supply, and the reaction solution was concentrated to low volume. The resulting crude product (5.47 g) was taken up in a mixture of water (8.7 ml) and concentrated hydrochloric acid (15 ml) and stirred overnight at room temperature. To recover the product it was washed with diethyl ether (3×100 ml), the phases separated, the aqueous phase alkalified with 32 percent by mass of sodium hydroxide solution, extracted with dichloromethane (3×100 ml), the combined extracts dried (Na2SO4), filtered and concentrated to low volume. 3.72 g 4-dimethylamino-4-pyridin-2-yl cyclohexanone were obtained.

출처