反应详情

Methyl 4-aminomethylbenzoate hydrochloride (1.61 g) and triethylamine (2.45 mL) were dissolved in dichloromethane (40 mL), 3-chloropropane-1-sulfonyl chloride (1.17 mL) was added under ice-cooling, and the mixture was stirred at room temperature overnight. After completion of the reaction, the solvent was evaporated, 1N hydrochloric acid was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and the solvent was evaporated. The obtained residue was dissolved in N,N-dimethylformamide (8 mL), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (1.46 mL) was added, and the mixture was stirred at room temperature overnight. To the reaction mixture was added 0.5N hydrochloric acid, and the mixture was extracted with ethyl acetate, the organic layer was washed with water and saturated brine, and the solvent was evaporated. The obtained residue was purified by column chromatography (chloroform:ethyl acetate) to give the title compound (1.95 g).

1. temperaturecooling
2. customAfter completion of the reaction
3. customthe solvent was evaporated
4. addition1N hydrochloric acid was added
5. extractionthe mixture was extracted with ethyl acetate
6. washThe organic layer was washed with water and saturated brine
7. customthe solvent was evaporated
8. dissolutionThe obtained residue was dissolved in N,N-dimethylformamide (8 mL)
9. addition1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (1.46 mL) was added
10. stirringthe mixture was stirred at room temperature overnight
11. additionTo the reaction mixture was added 0.5N hydrochloric acid
12. extractionthe mixture was extracted with ethyl acetate
13. washthe organic layer was washed with water and saturated brine
14. customthe solvent was evaporated
15. customThe obtained residue was purified by column chromatography (chloroform:ethyl acetate)