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

HRID 1107995

反応式

HRID 1107995 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

HCID 755914,4'-Isopropylidenedianiline収率 96.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-32d861896b04469c97915ba0da804b9f
出典データセット
uspto-grants-2000_05
特許番号
US06063892

関連ノート

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