반응 #1506991

반응 방정식

isopropanol

sodium hydride

cis-4-(1-methylcyclopropyl)cyclohexanol

4-chloroquinazoline

→

4-[cis-4-(1-Methylcyclopropyl)cyclohexyloxy]quinazoline

용매

tetrahydrofuran

water

tetrahydrofuran

반응 조건

후처리

1. 1
   온도the mixture was heated
2. 2
   온도under reflux for 3 hours
3. 3
   workup.ADDITIONwere added
4. 4
   온도the mixture was heated
5. 5
   온도under reflux for 2 hours
6. 6
   온도After cooling to room temperature
7. 7
   추출after which extraction
8. 8
   기타The organic phase was dried
9. 9
   농축concentrated
10. 10
    기타The residue was purified by chromatography on silica gel with petroleum ether/ethyl acetate 3:1
11. 11
    기타1.2 g (62% of theory) were obtained of a colorless oil, which

실험 절차

0.32 g (10.8 mmol) of sodium hydride (80% dispersion in mineral oil) was added to a solution of 1.7 g (7.9 mmol) of cis-4-(1-methylcyclopropyl)cyclohexanol in 20 ml of tetrahydrofuran, and the mixture was heated under reflux for 3 hours. It was then cooled to room temperature, 1.2 g (7.2 mmol) of 4-chloroquinazoline dissolved in 5 ml of tetrahydrofuran were added, and the mixture was heated under reflux for 2 hours. After cooling to room temperature, isopropanol was added to the reaction solution, which was subsequently stirred for 15 minutes and poured into water, after which extraction was carried out with diethyl ether. The organic phase was dried and concentrated. The residue was purified by chromatography on silica gel with petroleum ether/ethyl acetate 3:1. 1.2 g (62% of theory) were obtained of a colorless oil, which gradually solidified.

출처