반응 #414673

반응 방정식

1,2-Methylenedioxy-4-nitrobenzene

hydrazine hydrate

→

1,2-Methylenedioxy-4-nitrosobenzene

용매

tetrahydrofuran

water

water

반응 조건

후처리

1. 1
   workup.ADDITIONOn completion of the addition
2. 2
   여과filtered through a HYFLO (Trade Mark)
3. 3
   여과filter
4. 4
   workup.ADDITIONThe resulting solution was added dropwise to a chilled
5. 5
   workup.ADDITIONwas added
6. 6
   여과the green precipitate was filtered off
7. 7
   세척washed with water
8. 8
   기타dried overnight under high vacuum

실험 절차

1,2-Methylenedioxy-4-nitrobenzene (8.3 g, 0.05 mol) was dissolved in tetrahydrofuran (150 ml) with rhodium on carbon catalyst (0.2 g) at 0° C. and was treated dropwise with hydrazine hydrate (2.8 g, 0.055 mol). On completion of the addition, the mixture was stirred for 1 hour and then filtered through a HYFLO (Trade Mark) filter. The resulting solution was added dropwise to a chilled, stirred solution of iron (III) chloride hexahydrate (27.5 g, 0.1 mol) in water (150 ml). On completion of the addition, water (220 ml) was added and the green precipitate was filtered off, washed with water and dried overnight under high vacuum. 1,2-Methylenedioxy-4-nitrosobenzene was obtained as a green solid (3.7 g, 50% yield) by column chromatography eluting on silica with dichloromethane. M.p. 90°-92° C. M+ (CI):152 (M+ +H)

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