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

HRID 372018노트

반응식

HRID 372018 반응식
[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]

참가 물질

6

반응물 3

HCID 7918Acetic AnhydrideHCID 3321331-Methyl-2-nitropyrroleHCID 178418361HCID 178418361, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 82844Platinum oxide (PtO)촉매HCID 8471Triethylamine용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-0018b29486ce46eeaff0edef36682b34
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04088773

반응 노트

불러오는 중…