反应详情

4-Nitrophenylacetone (33 mg, 0.18 mmol) and 1-[2-(4-nitrophenyl)ethyl]piperazine hydrochloride (50 mg, 0.18 mmol) were added to Titanium(IV) Isopropoxide (110 μl, 0.37 mmol) and stirred for 1 hour. Ethanol was added followed by sodium cyanoborohydride (23 mg, 0.37 mmol) and stirred at room temperature overnight. Poured into 1N NaOH and extracted with ethyl acetate then washed with brine, dried and evaporated to dryness. The residue was purified by mass directed HPLC to yield 1-[2-(4-nitrophenyl)ethyl]-4-[1-(4-nitrophenyl)propan-2-yl]piperazine. LC-MS (IE, m/z): 399 [M+1]+. 1H-NMR (500 MHz, DMSO) δ ppm 8.19 (t, J=8.5 Hz, 4H), 7.56 (d, J=9.7 Hz, 2H), 7.54 (d, J=9.7 Hz, 2H), 2.76-4.4 (m, 15H), 1.02 (d, J=6.1 Hz, 3H). (0.24 μM)

1. stirringstirred at room temperature overnight
2. extractionextracted with ethyl acetate
3. washthen washed with brine
4. customdried
5. customevaporated to dryness
6. customThe residue was purified by mass