反应详情

温度

50 °C

A 50 mL two necked flask equipped with a magnetic stir bar, gas inlet adapter and gas outlet adapter is charged with {(3S)-3-[(benzylamino)methyl]-6-nitro-2,3-dihydro-1,4-benzodioxin-5-yl}acetic acid [from above (1.36 g, 3.80 mmol)], methanol (20 mL), and p-toluenesulfonic acid monohydrate (1.80 g, 9.5 mmol) and platinum (5% on carbon, 62% w/w water, 0.27 g). The flask head space is flushed with hydrogen gas (100 mL), the gas outlet adapter is closed and the slurry is stirred under a hydrogen atmosphere for 18 h under hydrogen, at which point the reaction is complete by LCMS. The catalyst is removed by vacuum filtration, and the resulting solution is heated to 50° C. (external) in an oil bath for 48 h. The solids are collected by vacuum filtration, the filter cake is washed with cold MeOH (10 mL) and dried under nitrogen giving (2S)-2-[(benzylamino)methyl]-2,3,8,9-tetrahydro-7H-[1,4]dioxino[2,3-e]indol-8-one 4-methylbenzenesulfonate (1.12 g, 61%) as an off-white powder.

1. customThe flask head space is flushed with hydrogen gas (100 mL)
2. customthe gas outlet adapter is closed
3. customThe catalyst is removed by vacuum filtration
4. filtrationThe solids are collected by vacuum filtration
5. washthe filter cake is washed with cold MeOH (10 mL)
6. customdried under nitrogen