反应详情

To a mixture of water (20 mL) and iron powder (697 mg, 12.50 mmol) at 65° C. was added concentrated hydrochloric acid (0.2 mL) dropwise and the mixture was stirred for 15 min. The aqueous layer of the mixture was poured out and a solution of 2-chloro-N-(1-(4-chloro-3-fluorophenyl)-2-methylpropan-2-yl)-4-nitroaniline (446 mg, 1.25 mmol) in MeOH (20 mL) was added to the above processed iron powder. The mixture was adjusted to pH 2-3 and stirred at 65° C. for 20 min. The mixture was then cooled to rt, adjusted to pH 11 with Et3N, and filtered and the filtrate was concentrated in vacuo. The residue was dissolved in EtOAc (100 mL) and the solution was washed with water (30 mL×3) and brine (30 mL×2), dried over anhydrous Na2SO4 (10 g) and concentrated in vacuo to give the crude product, which was used for next step with out further purification. The compound was characterized by the following spectroscopic data:

1. additionThe aqueous layer of the mixture was poured out
2. stirringstirred at 65° C. for 20 min
3. filtrationfiltered
4. concentrationthe filtrate was concentrated in vacuo
5. dissolutionThe residue was dissolved in EtOAc (100 mL)
6. washthe solution was washed with water (30 mL×3) and brine (30 mL×2)
7. dry with materialdried over anhydrous Na2SO4 (10 g)
8. concentrationconcentrated in vacuo