反応 #6121

反応方程式

4-nitrophenyl 1,5-dithio-β-D-xylopyranoside

→

expected product

収率 46.0%

4-aminophenyl 1,5-dithio-β-D-xylopyranoside

収率 46.0%

溶媒

methanol

反応条件

後処理

1. 1
   その他at room temperature
2. 2
   その他for 3 days
3. 3
   workup.ADDITIONare added
4. 4
   その他The mixture obtained
5. 5
   ろ過is filtered
6. 6
   その他the solvent is evaporated off under reduced pressure
7. 7
   その他the residue obtained
8. 8
   その他is purified by flash chromatography
9. 9
   その他is then recrystallized from water

実験手順

170 mg of 10% palladium-on-charcoal are added to a solution of 1.7 g (5.61.10-3 mol) of 4-nitrophenyl 1,5-dithio-β-D-xylopyranoside in 150 ml of methanol. The reaction medium is kept under hydrogen pressure (3.5.105Pa) at room temperature for 3 days. Repeat amounts of 170 mg of 10% palladium-on-charcoal are added after stirring for 3 hours, 4 hours, 12 hours and 24 hours. The mixture obtained is filtered, the solvent is evaporated off under reduced pressure and the residue obtained is purified by flash chromatography using a CHCl3 /CH3OH mixture (9/1 v/v) as the eluent, and is then recrystallized from water to give 0.7 g (yield: 46%) of the expected product.

出典