反应详情

(4-Nitro-phenoxy)-acetic acid methoxycarbonylmethyl ester 95 (20 grams, 74.3 mmol) was dissolved in dimethyl formamide (100 mL) in a pressure vessel, palladium on carbon (5%, 8 grams) added, and the mixture stirred under an atmosphere of H (4 Kg) for 2 hours. The catalyst was removed by filtration and to the filtrate; ice water (400 mL) was added. Crude 96 was extracted into ethyl acetate, dried over Na2SO4 and distilled, crude 3 was recrystallized from chloroform:hexane (1:6) to get pure 96 (13 grams, 73%) as a light brown shining powder. M.p: 76.5-78.5° C. IH NMR (CDCl3) δ 3.32 (bs, 2H, NH2), 3.76 (s, 3H, Ester), 4.70 (s, 2H, OCH2), 4.74 (s, 2H, OCH2), 6.60 (d, 2H, Ar), 6.74 (d, 2H, Ar).

1. customThe catalyst was removed by filtration and to the filtrate
2. additionice water (400 mL) was added
3. extractionCrude 96 was extracted into ethyl acetate
4. dry with materialdried over Na2SO4
5. distillationdistilled
6. customcrude 3 was recrystallized from chloroform:hexane (1:6)