反应详情

Mix (2-benzothiazolyl)(4-piperidinyl)methanone.CF3CO2H (3.0 g, 8.33 mmol), methyl bromoacetate (1.34 g, 8.74 mmol), sodium bicarbonate (1.75 g, 20.83 mmol), tetrahydrofuran (120 mL) and water (30 mL). Heat at reflux for 4 hours, cool to room temperature and partition between ethyl acetate and water. Separate the organic phase and extract the aqueous phase with ethyl acetate. Combine the organic phases, wash with water and dry (MgSO4). Evaporate the solvent in vacuo to give a yellow oil. Dissolve the oil in ethanol/ethyl ether and treat with ethereal hydrogen chloride gas. Cool overnight, collect the resulting solid by filtration, wash with ethyl ether and dry to give the title compound as a white crystalline solid; mp 177°-178° C.

1. temperatureHeat
2. temperatureat reflux for 4 hours
3. custompartition between ethyl acetate and water
4. customSeparate the organic phase
5. extractionextract the aqueous phase with ethyl acetate
6. washwash with water
7. dry with materialdry (MgSO4)
8. customEvaporate the solvent in vacuo
9. customto give a yellow oil
10. temperatureCool overnight
11. customcollect the resulting solid
12. filtrationby filtration
13. washwash with ethyl ether
14. customdry