Acetic Anhydride → N-(1-Methyl-1H-pyrrol-2-yl)acetamide

HRID 372018ノート

反応式

HRID 372018 の反応式
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[N+:7]([O-])=O.[H][H].[C:12](OC(=O)C)(=[O:14])[CH3:13]>C(N(CC)CC)C.[Pt]=O>[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[NH:7][C:12](=[O:14])[CH3:13]

参加物

6

反応物 3

HCID 7918Acetic AnhydrideHCID 3321331-Methyl-2-nitropyrroleHCID 178418361HCID 178418361、化合物

生成物 1

HCID 14489757N-(1-Methyl-1H-pyrrol-2-yl)acetamide

試薬・触媒・溶媒 2

HCID 82844Platinum oxide (PtO)触媒HCID 8471Triethylamine溶媒

実験手順

1-Methyl-2-nitropyrrole (15.0 g, 0.1189 mol) in acetic anhydride (60 ml) and triethylamine (150 ml) was hydrogenated over platinum oxide (1.50 g) at room temperature and pressure. The reaction was halted when 3.3 equivalents of hydrogen had been taken up. The catalyst was filtered off and the filtrate evaporated in vacuo to leave a dark oil (18.1 g). This was chromatographed on a silica column using 10% ethyl acetate/ether as solvent to give a clear oil (8.7 g) which discoloured rapidly on exposure to light and/or air. This was then distilled under vacuum to give a colourless oil (7.20 g) (44%). b.p. (airbath) 130° C/0.15 mm. The mass spectrum showed a mass ion at 138 and infra-red and proton magnetic resonance spectra also supported the structure.

後処理

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate evaporated in vacuo

出典と根拠

ORDレコード
ord-0018b29486ce46eeaff0edef36682b34
出典データセット
uspto-grants-1978_05
特許番号
US04088773

反応ノート

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