반응 #69967

반응 방정식

4-(4-hydroxyphenyl)-3,4-dihydro-2H-quinoxaline-1-carboxylic acid

2-(chloromethyl)pyrimidine

potassium carbonate

potassium carbonate

→

1-[4-(pyrimidin-2-ylmethoxy)phenyl]-1,2,3,4-tetrahydro-quinoxaline

용매

dimethylformamide

반응 조건

후처리

1. 1
   온도heating
2. 2
   온도is maintained for 1 h 30
3. 3
   기타After hydrolysis
4. 4
   추출the reaction medium is extracted with ethyl acetate until the aqueous phase
5. 5
   추출has been completely extracted
6. 6
   세척washed with a saturated aqueous sodium chloride solution
7. 7
   건조dried over magnesium sulphate
8. 8
   농축concentrated to dryness
9. 9
   기타The crude product obtained
10. 10
    기타is chromatographed on silica gel, elution

실험 절차

0.3 g of the tent-Butyl ester of 4-(4-hydroxyphenyl)-3,4-dihydro-2H-quinoxaline-1-carboxylic acid is placed in 4.6 ml of dimethylformamide under nitrogen. 0.167 g of 2-(chloromethyl)pyrimidine and 0.508 g of potassium carbonate are added. The reaction medium is heated at 100° C. for 4 h. 0.254 g of potassium carbonate is added and heating is maintained for 1 h 30. After hydrolysis, the reaction medium is extracted with ethyl acetate until the aqueous phase has been completely extracted. The organic phases are combined, washed with a saturated aqueous sodium chloride solution, dried over magnesium sulphate and concentrated to dryness. The crude product obtained is chromatographed on silica gel, elution being carried out with a gradient of methanol in dichloromethane varying from 0% to 9/1. 0.095 g of 1-[4-(pyrimidin-2-ylmethoxy)phenyl]-1,2,3,4-tetrahydro-quinoxaline is obtained.

출처