反应详情

To a solution of N-methylpiperazine (5.8 g, 57.9 mmol, 1.0 eq.) in tetrahydrofuran (225 ml) containing anhydrous finely ground potassium carbonate (10.4 g, 75.2 mmol, 1.3 eq.) is added a solution of ethyl 4-bromomethyl-3-trifluoromethylbenzoate (18.0 g, 57.9 mmol, 1.0 eq.) in tetrahydrofuran with vigorous mechanical stirring within 20 min. Stirring is continued at room temperature for 20 h. The obtained suspension is filtered, and the filtrate is evaporated to give a brown oil. The crude product is purified by medium pressure chromatography (290 g silica gel, gradient: TBME to EtOH/TBME 1:4 within 30 min, then 25% NH3/EtOH/TBME 1:19:80 for 60 min). The fractions containing the title compound are pooled and evaporated to afford a yellow oil: HPLC: tR=4.75 min (purity: >99%, gradient A), ESI-MS: 331.4 [MH]+.

1. stirringStirring
2. waitis continued at room temperature for 20 h
3. filtrationThe obtained suspension is filtered
4. customthe filtrate is evaporated
5. customto give a brown oil
6. customThe crude product is purified by medium pressure chromatography (290 g silica gel, gradient
7. waitTBME to EtOH/TBME 1:4 within 30 min
8. wait25% NH3/EtOH/TBME 1:19:80 for 60 min)
9. additionThe fractions containing the title compound
10. customevaporated
11. customto afford a yellow oil