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Ammonium Acetate → Methyl 2-{(Z)-2-amino-1-[(methyloxy)carbonyl]ethenyl}-1-methyl-1H-pyrrole-3-carboxylate

HRID 733689
ノート
印刷プレビュー

反応式

HRID 733689 の反応式
O[CH:2]=[C:3]([C:8]1[N:9]([CH3:17])[CH:10]=[CH:11][C:12]=1[C:13]([O:15][CH3:16])=[O:14])[C:4]([O:6][CH3:7])=[O:5].C([O-])(=O)C.[NH4+:22]>CO>[NH2:22]/[CH:2]=[C:3](/[C:8]1[N:9]([CH3:17])[CH:10]=[CH:11][C:12]=1[C:13]([O:15][CH3:16])=[O:14])\[C:4]([O:6][CH3:7])=[O:5]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 517165Ammonium AcetateHCID 68867490Methyl 2-{2-hydroxy-1-[(methyloxy)carbonyl]ethenyl}-1-methyl-1H-pyrrole-3-carboxylate

生成物 1

HCID 57840846Methyl 2-{(Z)-2-amino-1-[(methyloxy)carbonyl]ethenyl}-1-methyl-1H-pyrrole-3-carboxylate収率 89.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of methyl 2-{2-hydroxy-1-[(methyloxy)carbonyl]ethenyl}-1-methyl-1H-pyrrole-3-carboxylate (65.2 g) and ammonium acetate (105 g) in methanol (800 ml) was heated at reflux for 7 hours. The reaction was cooled and the methanol removed. The residue was partitioned between ethyl acetate and water. Large amounts (>2 L) of ethyl acetate were used to dissolve the residue. The organic solution washed with water, dried (MgSO4) and the solvent removed to yield the title compound as a brown solid (58.4 g).

後処理

  1. temperatureat reflux for 7 hours
  2. temperatureThe reaction was cooled
  3. customthe methanol removed
  4. customThe residue was partitioned between ethyl acetate and water
  5. dissolutionto dissolve the residue
  6. washThe organic solution washed with water
  7. dry with materialdried (MgSO4)
  8. customthe solvent removed

出典と根拠

ORDレコード
ord-d634de2f49a44b89ade6e05fac776a1f
出典データセット
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07589206B2

反応ノート

読み込み中…

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