반응 #77753

반응 방정식

6-(5-Bromo-pentyloxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester

N-allyl-methylamine

K2CO3

→

6-[5-(Allyl-methyl-amino)-pentyloxy]-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester

수율 72.1%

용매

DMF

반응 조건

후처리

1. 1
   농축The mixture was concentrated in vacuo
2. 2
   workup.DISSOLUTIONdissolved in acetone
3. 3
   여과filtered
4. 4
   농축The filtrate was concentrated
5. 5
   기타purified by column chromatography on silica gel with CH2Cl2/MeOH 19:1

실험 절차

1.5 g (3.75 mmol) 6-(5-Bromo-pentyloxy)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester were treated with 355 mg (5 mmol) N-allyl-methylamine and 830 mg (6 mmol) K2CO3 (powdered) in 8 ml DMF at 60° C. for 3 h. The mixture was concentrated in vacuo, dissolved in acetone and filtered. The filtrate was concentrated and purified by column chromatography on silica gel with CH2Cl2/MeOH 19:1 to yield 1.05 g (72%) 6-[5-(Allyl-methyl-amino)-pentyloxy]-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester as colorless oil, MS: 389 (MH+).

출처