반응 #1506985

반응 방정식

ammonium chloride

NaH

cis-4isopropenylcyclohexanol

4-chloroquinazoline

→

4-(cis-4Isopropenylcyclohexyloxy)quinazoline

용매

THF

isopropanol

THF

반응 조건

후처리

1. 1
   온도The mixture was then heated
2. 2
   온도at reflux for 3 hours
3. 3
   온도The reaction mixture was subsequently heated
4. 4
   온도at reflux for 5 hours
5. 5
   추출Extraction
6. 6
   건조the combined organic phases were dried over MgSO4
7. 7
   농축the solvent was concentrated by evaporation in vacuo
8. 8
   기타The residue (2.7 g) was purified by flash chromatography over silica gel with petroleum ether/ethyl acetate 3:1
9. 9
   농축After concentration
10. 10
    기타1.8 g (57.6% of theory) were obtained of a colorless oil

실험 절차

0.42 g (17.5 mmol) of NaH (80% pure) was added in portions to a solution of 1.8 g (12.8 mmol) of cis-4isopropenylcyclohexanol in 20 ml of absolute THF. The mixture was then heated at reflux for 3 hours, and a solution of 1.9 g (11.6 mmol) of 4-chloroquinazoline in 10 ml of THF was added dropwise. The reaction mixture was subsequently heated at reflux for 5 hours. After cooling to room temperature, 10 ml of isopropanol were added, the mixture was subsequently stirred for 15 minutes, and the reaction solution was poured into saturated ammonium chloride solution. Extraction was carried out with ether, the combined organic phases were dried over MgSO4 and the solvent was concentrated by evaporation in vacuo. The residue (2.7 g) was purified by flash chromatography over silica gel with petroleum ether/ethyl acetate 3:1. After concentration, 1.8 g (57.6% of theory) were obtained of a colorless oil.

출처