Pyridine → Methyl 5-formyl-2-thiophenecarboxylate oxime

HRID 566202

反応式

HRID 566202 の反応式
[CH:1]([C:3]1[S:7][C:6]([C:8]([O:10][CH3:11])=O)=[CH:5][CH:4]=1)=[O:2].Cl.[NH2:13][OH:14].N1C=CC=CC=1>C(O)C>[CH:1]([C:3]1[S:7][C:6]([C:8](=[N:13][OH:14])[O:10][CH3:11])=[CH:5][CH:4]=1)=[O:2]

参加物

5

反応物 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 818924Methyl 5-formylthiophene-2-carboxylate

生成物 1

HCID 86745040Methyl 5-formyl-2-thiophenecarboxylate oxime収率 72%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of methyl 5-formyl-2-thiophenecarboxylate, prepared according to Example 10, (6.26 g, 36.78 mmoles), hydroxylamine hydrochloride (3.07 g, 44.14 mmoles) and pyridine (3.49 g, 44.14 imoles) in 200 ml of ethanol was refluxed for 2 hours. The ethanol was removed in vacuo, the residue dissolved in ether and washed with water. The organic layer was dried (magnesium sulfate) and evaporated to a yellow solid. Trituration with a small amount of ether furnished the title compound as a white solid (4.93 g, 72%), m.p. 164-7° C. Oxime Z:E ratio:(82:18).

後処理

  1. temperaturewas refluxed for 2 hours
  2. customThe ethanol was removed in vacuo
  3. dissolutionthe residue dissolved in ether
  4. washwashed with water
  5. dry with materialThe organic layer was dried (magnesium sulfate)
  6. customevaporated to a yellow solid

出典と根拠

ORDレコード
ord-e8622e3d614a46ca9b06aff3475b9eb4
出典データセット
uspto-grants-2001_01
特許番号
US06174883B1

関連ノート

読み込み中…