Pyridine → Methyl 5-formyl-2-thiophenecarboxylate oxime

HRID 566202

반응식

HRID 566202 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 86745040Methyl 5-formyl-2-thiophenecarboxylate oxime수율 72%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e8622e3d614a46ca9b06aff3475b9eb4
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06174883B1

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