吡啶 → Methyl 5-formyl-2-thiophenecarboxylate oxime

HRID 486138

反应方程式

HRID 486138 反应方程式
[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]

参与物

5

反应物 3

HCID 1049吡啶HCID 443297盐酸羟胺HCID 8189245-醛基噻吩-2-甲酸甲酯

产物 1

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

试剂、催化剂与溶剂 1

HCID 702乙醇溶剂

实验过程

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 mmoles) 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).

后处理

  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

来源与证据

ORD记录
ord-038889dfe10f49509407368a4d81b8a3
来源数据集
uspto-grants-1994_03
专利号
US05290802

关联笔记

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