反应详情

To a stirred suspension of 1 (2 tert-butylphenyl)piperazine dihydrochloride (29 mg, 0.1 mmol) and triethylamine (0.021 mL, 0.3 mmol) in THF (1.0 mL) was added terephthalic acid monomethyl ester chloride (59 mg, 0.3 mmol) at room temperature. After stirring for 2 h at room temperature, saturated sodium hydrogen carbonate solution (1.5 mL) was added to the mixture, and the mixture was extracted with ethyl acetate (2 mL). The organic layer was separated by phase separation filter kit and the filtrate was evaporated in vacuo. The resulting residue was dissolved in DMSO (1 mL) and the solution was purified by preparative HPLC. The eluted fraction was evaporated by air blowing at 60° C. to give a methyl ester of title compound. The obtained ester was dissolved in MeOH (0.5 mL) and THF (0.5 mL), and 1 M NaOH (0.5 mL) was added to the mixture. After stirring for 2 h at 60 deg C., the mixture was neutralized with 1 M hydrochloric acid solution, extracted with ethyl acetate. The organic layer was separated by phase separation filter kit and the filtrate was evaporated under reduced pressure to give a title compound (17.1 mg, 47%). LC/MS (ESI+) m/z 367 [M+H], purity 100%.

1. extractionthe mixture was extracted with ethyl acetate (2 mL)
2. customThe organic layer was separated by phase separation
3. filtrationfilter kit
4. customthe filtrate was evaporated in vacuo
5. dissolutionThe resulting residue was dissolved in DMSO (1 mL)
6. customthe solution was purified by preparative HPLC
7. customThe eluted fraction was evaporated by air
8. customblowing at 60° C.