2-[N-Methyl-N-(4-nitrobenzyl)amino]-5-nitroindane → 5-Amino-2-[N-(4-aminobenzyl)-N-methylamino]indane

HRID 654196ノート

反応式

HRID 654196 の反応式
[CH3:1][N:2]([CH:13]1[CH2:21][C:20]2[C:15](=[CH:16][CH:17]=[C:18]([N+:22]([O-])=O)[CH:19]=2)[CH2:14]1)[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][CH:5]=1>C(OCC)(=O)C.[Pd]>[NH2:22][C:18]1[CH:19]=[C:20]2[C:15](=[CH:16][CH:17]=1)[CH2:14][CH:13]([N:2]([CH2:3][C:4]1[CH:5]=[CH:6][C:7]([NH2:10])=[CH:8][CH:9]=1)[CH3:1])[CH2:21]2

参加物

4

反応物 1

HCID 148352462-[N-Methyl-N-(4-nitrobenzyl)amino]-5-nitroindane

生成物 1

HCID 150232235-Amino-2-[N-(4-aminobenzyl)-N-methylamino]indane収率 58.6%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

2-[N-Methyl-N-(4-nitrobenzyl)amino]-5-nitroindane (2.3 g) in ethyl acetate (60 ml) containing 5% Pd/C (. . . g) was stirred under a hydrogen atmosphere [206.8 kPa (30 psi)] for 1 hour at room temperature. The catalyst was then removed by filtration and the filtrate was evaporated to dryness in vacuo. The residue was purified by column chromatography on silica eluting with methylene chloride containing methanol (0% up to 1%). The product-containing fractions were combined and evaporated to give the title compound (1.1 g) as an oil which was used directly without further purification.

後処理

  1. customThe catalyst was then removed by filtration
  2. customthe filtrate was evaporated to dryness in vacuo
  3. customThe residue was purified by column chromatography on silica eluting with methylene chloride
  4. additioncontaining methanol (0% up to 1%)
  5. customevaporated

出典と根拠

ORDレコード
ord-32b3f70788a84cc09720243b5cc3c4b6
出典データセット
uspto-grants-1992_07
特許番号
US05130334

反応ノート

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