Nitric Acid → 1-(4-Methylphenyl)-4-nitropyrrole-2-carbonitrile

HRID 1586786ノート

反応式

HRID 1586786 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][CH:10]=[C:9]2[C:13]#[N:14])=[CH:4][CH:3]=1.[N+:15]([O-])([OH:17])=[O:16].C(=O)(O)[O-].[Na+]>C(OC(=O)C)(=O)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[CH:10]=[C:9]2[C:13]#[N:14])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 944Nitric AcidHCID 516892Sodium BicarbonateHCID 27977151-(4-Methylphenyl)pyrrole-2-carbonitrile

生成物 1

HCID 197594701-(4-Methylphenyl)-4-nitropyrrole-2-carbonitrile

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

To a solution of 1-(4-methylphenyl)pyrrole-2-carbonitrile (1.0 g) in acetic anhydride (4 ml) was added nitric acid (231 μl, 94%) dropwise at 5° C. The mixture was stirred at the same temperature for 3 hours and then poured into ice water. The pH was adjusted to 5-7 by the addition of saturated aqueous sodium bicarbonate solution. The separated oil was extracted with ethyl acetate The organic layer was washed with saturated aqueous sodium bicarbonate solution, water and brine, dried, and evaporated under reduced pressure. The residue was purified by silica gel column chromatography to yield 1-(4-methylphenyl)-4-nitropyrrole-2-carbonitrile (471 mg) as a solid.

後処理

  1. extractionThe separated oil was extracted with ethyl acetate The organic layer
  2. washwas washed with saturated aqueous sodium bicarbonate solution, water and brine
  3. customdried
  4. customevaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-7d8251bd4e504fd1afe4aba79002d29c
出典データセット
uspto-grants-1993_06
特許番号
US05215994

反応ノート

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