반응 #77756

반응 방정식

6-(4-Bromo-butoxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester

N-allyl-methylamine

→

6-[4-(Allyl-methyl-amino)-butoxy]-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester

수율 74.0%

용매

DMF

반응 조건

후처리

1. 1
   농축The mixture was concentrated in vacuo
2. 2
   workup.DISSOLUTIONdissolved in Et2O
3. 3
   추출The inorganic layer was extracted with Et2O
4. 4
   세척the combined organic phases were washed with water
5. 5
   건조dried over Na2SO4
6. 6
   기타Purification by column chromatography on silica gel with CH2Cl2/MeOH 10:1

실험 절차

5.0 g (13.0 mmol) 6-(4-Bromo-butoxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester were treated with 3.66 g (51.5 mmol) N-allyl-methylamine in 100 ml DMF at 50° C. for 30 min. The mixture was concentrated in vacuo, dissolved in Et2O and water. The inorganic layer was extracted with Et2O, and the combined organic phases were washed with water and dried over Na2SO4. Purification by column chromatography on silica gel with CH2Cl2/MeOH 10:1 yielded 3.6 g (74%) 6-[4-(Allyl-methyl-amino)-butoxy]-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester as light yellow oil, MS: 375 (MH+).

출처