N-Methyl-2-(4-nitrophenoxy)-N-[2-(4-nitrophenyl)ethyl]ethanamine → 1-(4-aminophenoxy)-2-[N-(4-aminophenethyl)-N-methylamino]ethane

HRID 1032664ノート

反応式

HRID 1032664 の反応式
[N+:1]([C:4]1[CH:25]=[CH:24][C:7]([O:8][CH2:9][CH2:10][N:11]([CH3:23])[CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>C(O)C.[Ni]>[NH2:1][C:4]1[CH:25]=[CH:24][C:7]([O:8][CH2:9][CH2:10][N:11]([CH2:12][CH2:13][C:14]2[CH:15]=[CH:16][C:17]([NH2:20])=[CH:18][CH:19]=2)[CH3:23])=[CH:6][CH:5]=1

参加物

5

反応物 2

HCID 14645090N-Methyl-2-(4-nitrophenoxy)-N-[2-(4-nitrophenyl)ethyl]ethanamineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 146450981-(4-aminophenoxy)-2-[N-(4-aminophenethyl)-N-methylamino]ethane収率 88.7%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 702Ethanol溶媒

実験手順

A solution of 1-(4-nitrophenoxy)-2-[N-methyl-N-(4-nitrophenethyl)amino]ethane (1.5 g) in ethanol (100 ml) was stirred for hours at room temperature under three atmospheres of hydrogen in the presence of Raney nickel ("Nicat 102"-Trade Mark). The reaction mixture was filtered and evaporated to dryness. The residual oil was re-dissolved in ether, filtered and evaporated to give a yellow solid (1.1 g), which was crystallised from ethyl acetate/60°-80° petroleum ether to give the title compound, (0.9 g), m.p. 73°-74°.

後処理

  1. filtrationThe reaction mixture was filtered
  2. customevaporated to dryness
  3. dissolutionThe residual oil was re-dissolved in ether
  4. filtrationfiltered
  5. customevaporated

出典と根拠

ORDレコード
ord-6cfc38dd03d747feb0732ad1a05274b8
出典データセット
uspto-grants-1990_09
特許番号
US04959366

反応ノート

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