تفاعل #1506985

معادلة التفاعل

ammonium chloride

NaH

cis-4isopropenylcyclohexanol

4-chloroquinazoline

→

4-(cis-4Isopropenylcyclohexyloxy)quinazoline

المذيبات

THF

isopropanol

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture was then heated
2. 2
   درجة الحرارةat reflux for 3 hours
3. 3
   درجة الحرارةThe reaction mixture was subsequently heated
4. 4
   درجة الحرارةat reflux for 5 hours
5. 5
   استخلاصExtraction
6. 6
   تجفيفthe combined organic phases were dried over MgSO4
7. 7
   تركيزthe solvent was concentrated by evaporation in vacuo
8. 8
   أخرىThe residue (2.7 g) was purified by flash chromatography over silica gel with petroleum ether/ethyl acetate 3:1
9. 9
   تركيزAfter concentration
10. 10
    أخرى1.8 g (57.6% of theory) were obtained of a colorless oil

الإجراء التجريبي

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.

المصدر