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

HRID 1761872노트

반응식

HRID 1761872 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-834771596afe4621bc1d724c54fed46e
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04829071

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