反应详情

温度

52.5 °C

N-(3-Methylphenyl)-N-phenylamine was mixed in an amount of 18.05 g (98.52 mmol) with 11.87 g (24.63 mmol) of 4,4″-diiodo-1,1′:4′,1″-terphenyl, 11.06 g (197.0 mmol) of potassium hydroxide, 0.4 g (4.0 mmol) of copper-(I) chloride, 1.36 g (4.0 mmol) of tetra-n-butylphosphonium bromide, and 10 mL of toluene. This mixture was reacted at 115-125° C. for 1 hour in a nitrogen stream. After the reaction, 25 mL of toluene and 50 mL of water were added and the resultant mixture was subjected to liquid separation. Thereafter, the organic layer was washed with water and dehydrated and dried with anhydrous sodium sulfate. After the drying agent was removed by filtration, 3.9 g of activated clay was added. The resultant mixture was stirred at 50-55° C. for 1 hour and the clay was removed by filtration. The toluene was distilled off under reduced pressure and 28 mL of ethyl acetate was added to the residue. The resultant solution was cooled for crystallization, and the precipitate was taken out by filtration. Thus, the target compound (I-11) was obtained as white crude crystals in an amount of 13.7 g (yield, 94.0%). The target compound obtained had a melting point of 189-190° C. and a content as determined by HPLC of 99.5% (HPLC conditions: column, YMC-A-002; eluent, hexane/tetrahydrofuran (V/V=97/3); detection UV, 310 nm; flow rate, 0.8 mL/min).

1. customThis mixture was reacted at 115-125° C. for 1 hour in a nitrogen stream
2. additionwere added
3. customthe resultant mixture was subjected to liquid separation
4. washThereafter, the organic layer was washed with water
5. dry with materialdried with anhydrous sodium sulfate
6. customAfter the drying agent was removed by filtration, 3.9 g of activated clay
7. additionwas added
8. customthe clay was removed by filtration
9. distillationThe toluene was distilled off under reduced pressure and 28 mL of ethyl acetate
10. additionwas added to the residue
11. temperatureThe resultant solution was cooled for crystallization
12. filtrationthe precipitate was taken out by filtration
13. customThus, the target compound (I-11) was obtained as white crude crystals
14. customin an amount of 13.7 g (yield, 94.0%)
15. customThe target compound obtained