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Water → 4-bromo-2-ethyl-5-(4-methoxymethoxybenzyloxy)-3(2H)-pyridazinone

HRID 1904236
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HRID 1904236 반응식
[Br:1][C:2]1[C:3](=[O:11])[N:4]([CH2:9][CH3:10])[N:5]=[CH:6][C:7]=1Br.[CH3:12][O:13][CH2:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20][OH:21])=[CH:18][CH:17]=1.[OH-].[K+].O>CN(C)C=O>[Br:1][C:2]1[C:3](=[O:11])[N:4]([CH2:9][CH3:10])[N:5]=[CH:6][C:7]=1[O:21][CH2:20][C:19]1[CH:18]=[CH:17][C:16]([O:15][CH2:14][O:13][CH3:12])=[CH:23][CH:22]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 106605064,5-Dibromo-2-ethylpyridazin-3(2H)-oneHCID 116079844-Methoxymethoxybenzylalcohol

생성물 1

HCID 146717974-bromo-2-ethyl-5-(4-methoxymethoxybenzyloxy)-3(2H)-pyridazinone수율 28.6%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

In 30 ml of N,N-dimethylformamide were dissolved 1.2 g of 4,5-dibromo-2-ethyl-3(2H)-pyridazinone and 0.88 g of 4-methoxymethoxybenzyl alcohol, and 0.34 g of powdery potassium hydroxide was added thereto. The reaction mixture was stirred overnight at room temperature, poured into water and extracted with benzene. The benzene layer was washed with water, dried over anhydrous sodium sulfate and freed of the benzene by distillation under reduced pressure. The resulting oil was purified by means of TLC [eluting with benzene/ethyl acetate (12/1)] and recrystallization (from benzene/n-hexane) to obtain 450 mg of the aimed compound, m.p. 104°~106.0° C.

후처리

  1. additionwas added
  2. extractionextracted with benzene
  3. washThe benzene layer was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationfreed of the benzene by distillation under reduced pressure
  6. customThe resulting oil was purified by means of TLC [eluting with benzene/ethyl acetate (12/1)] and recrystallization (from benzene/n-hexane)

출처 및 근거

ORD 기록
ord-ce4576a8c8ff4514b0942948f62c4592
출처 데이터셋
uspto-grants-1989_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04837217

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