反应详情

温度

60 °C

A round bottom flask fitted with reflux condenser containing 2-methyl-2,3,4,9-tetrahydro-1H-β-carboline (16) (0.20 g, 1.1 mmol), and sodium hydride (60% by wt. in mineral oil, 0.055 g, 1.35 mmol) was vacuum purged and filled with argon, followed by addition of DMF (4 mL). After stirring at 60° C. for 20 min, ethyl 6-bromo-hexanoate (0.24 g, 1.1 mmol) was added and the mixture was stirred at 60° C. for 6 h. The reaction was quenched by addition of water (30 mL), transferred to a separatory funnel and extracted with ethyl acetate (3×20 mL). The combined organic layers were washed with brine (2×20 mL), dried (Na2SO4) and concentrated. The product was purified by MPCC (0-10% gradient of MeOH in CH2Cl2), giving 190 mg of 6-(2-methyl-1,2,3,4-tetrahydro-b-carbolin-9-yl)hexanoic acid ethyl ester.

1. customA round bottom flask fitted
2. temperaturewith reflux condenser
3. custompurged
4. additionfilled with argon
5. additionfollowed by addition of DMF (4 mL)
6. stirringthe mixture was stirred at 60° C. for 6 h
7. customThe reaction was quenched by addition of water (30 mL)
8. customtransferred to a separatory funnel
9. extractionextracted with ethyl acetate (3×20 mL)
10. washThe combined organic layers were washed with brine (2×20 mL)
11. dry with materialdried (Na2SO4)
12. concentrationconcentrated
13. customThe product was purified by MPCC (0-10% gradient of MeOH in CH2Cl2)