2,2-Bis(4-nitrophenyl)propane → 4,4'-Isopropylidenedianiline

HRID 1107995

반응식

HRID 1107995 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][CH:14]=2)([CH3:12])[CH3:11])=[CH:6][CH:5]=1)([O-])=O>[Pd].O1CCOCC1>[C:10]([C:13]1[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=1)([C:7]1[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=1)([CH3:12])[CH3:11]

참가 물질

4

반응물 1

HCID 40759292,2-Bis(4-nitrophenyl)propane

생성물 1

HCID 755914,4'-Isopropylidenedianiline수율 96.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 312751,4-Dioxane용매

반응 조건

온도
60 °C

실험 절차

A mixture of 294 g of 2,2-bis(4-nitrophenyl)propane (1.03 mol; prepared as in step c) was charged in an autoclave along with 2 liters of 1,4-dioxane and 25 g of 5% palladium on carbon. The autoclave was purged with nitrogen, then heated at 60° C. for six hours under 500 psi hydrogen pressure. The product mixture was filtered to remove the catalyst, then stripped of solvent by rotary evaporation at reduced pressure. The solid residue was triturated with a small amount of hexane, then collected and dried by suction filtration under a blanket of nitrogen to afford 224.0 g (0.99 mol, 96% of theory) of 4,4'-isopropylidenedianiline (bisaniline-A), m.p. 130-131.5° C.

후처리

  1. customThe autoclave was purged with nitrogen
  2. filtrationThe product mixture was filtered
  3. customto remove the catalyst
  4. customstripped of solvent by rotary evaporation at reduced pressure
  5. customThe solid residue was triturated with a small amount of hexane
  6. customcollected
  7. customdried by suction filtration under a blanket of nitrogen

출처 및 근거

ORD 기록
ord-32d861896b04469c97915ba0da804b9f
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06063892

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