Pyridine → Methyl 5-formyl-2-thiophenecarboxylate oxime

HRID 1463487

반응식

HRID 1463487 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 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).

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-7664b9f1a3314becacdfac834dcf8ff4
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05300655

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