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N-t-butoxycarbonyl-N-methyl-5-methoxy-2-nitroaniline → tert-butyl N-(2-amino-5-methoxyphenyl)-N-methylcarbamate

HRID 1061122
ノート
印刷プレビュー

反応式

HRID 1061122 の反応式
[C:1]([O:5][C:6](=[O:20])[N:7]([C:9]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:10]=1[N+:17]([O-])=O)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[H][H]>C1(C)C=CC=CC=1.[Pd]>[C:1]([O:5][C:6](=[O:20])[N:7]([C:9]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:10]=1[NH2:17])[CH3:8])([CH3:4])([CH3:2])[CH3:3]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 15544600N-t-butoxycarbonyl-N-methyl-5-methoxy-2-nitroanilineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 10198914tert-butyl N-(2-amino-5-methoxyphenyl)-N-methylcarbamate収率 85%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 1140Toluene溶媒

反応条件

温度
40 °C

実験手順

To a suspension of N-(5-methoxy-2-nitrophenyl)-N-methylcarbamic acid t-butyl ester (5.8 g) in toluene (55 ml) was added 7.5% palladium on carbon (1.2 g, which contain 50% water) and the air of the reaction vessel was replaced with nitrogen and the mixture was stirred under a hydrogen atmosphere at 40° C. for 3 hours. After the reaction the mixture was cooled to room temperature and the hydrogen in the reaction vessel was replaced with nitrogen. The palladium on carbon was removed by filtration and the filtrate was evaporated in vacuo to 22 ml. To this solution was slowly added methylcyclohexane (44 ml) and the precipitated crystals were filtered to give the title compound (4.4 g, yield 85%).

後処理

  1. customAfter the reaction the mixture
  2. temperaturewas cooled to room temperature
  3. customThe palladium on carbon was removed by filtration
  4. customthe filtrate was evaporated in vacuo to 22 ml
  5. filtrationthe precipitated crystals were filtered

出典と根拠

ORDレコード
ord-1f4b53846efa4f4396707b32c0ab95e7
出典データセット
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06525220B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート