反应详情

温度

100 °C

Added successively to a solution of 3 g of methyl 2-amino-5-chloro-3-iodobenzoate in 100 cm3 of toluene, under an inert atmosphere and at a temperature close to 20° C., are 2.2 g of 4-aminoheptane then 12 cm3 of a 2M solution of trimethylaluminum in toluene. The reaction mixture is heated, while stirring, for 16 h at 100° C., then it is cooled to 20° C. in order to then be poured over a mixture of 250 g of water/ice and 150 cm3 of ethyl acetate. The suspension obtained is filtered over a Celite 545 pellet. The aqueous phase is extracted with 3 lots of 100 cm3 of ethyl acetate. The organic phases are combined then washed with 100 cm3 of a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and concentrated using a rotary evaporator under reduced pressure (5 kPa). The 12 g of crude product obtained are purified by flash chromatography over silica (column: 200 g; particle size: 15-40 μm; eluent: 100% dichloromethane). After concentrating the fractions under reduced pressure, 3.21 g of 2-amino-5-chloro-3-iodo-N-(1-propylbutyl)benzamide are obtained.

1. customclose to 20° C.
2. temperatureThe reaction mixture is heated
3. temperatureit is cooled to 20° C. in order
4. customThe suspension obtained
5. filtrationis filtered over a Celite 545 pellet
6. extractionThe aqueous phase is extracted with 3 lots of 100 cm3 of ethyl acetate
7. washThe organic phases are combined then washed with 100 cm3 of a saturated aqueous solution of sodium chloride
8. dry with materialdried over magnesium sulfate
9. concentrationconcentrated
10. customa rotary evaporator under reduced pressure (5 kPa)