反应详情

温度

160 °C

A mixture of methyl isodehydroacetate (24.0 g, 132 mmol) and hydrazine monohydrochloride (9.6 g, 140 mmol) in ethanol (30 mL) was heated under microwave irradiation at 160° C. for 2 hours. It was filtered and the obtained solution was evaporated. The oil was partitioned between sat. aq. Na2CO3 and ethyl acetate (3×250 mL). The combined organic solution was washed with brine, dried (Na2SO4) and evaporated. The title product was purified by flash chromatography (yield 2.8 g, 10%). LC-MS (m/z) 197.0 (MH+); tR=0.57 (method C). 1H NMR (600 MHz, CDCl3): 2.20 (s, 3H, Me), 2.52 (s, 3H, Me), 3.88 (s, 3H, OMe), 5.16 (s, 2H, NH2), 6.35 (s, 1H, C5-H).

1. filtrationIt was filtered
2. customthe obtained solution was evaporated
3. customThe oil was partitioned between sat. aq. Na2CO3 and ethyl acetate (3×250 mL)
4. washThe combined organic solution was washed with brine
5. dry with materialdried (Na2SO4)
6. customevaporated
7. customThe title product was purified by flash chromatography (yield 2.8 g, 10%)