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O-Methylhydroxylamine hydrochloride → 2-[2-{(1-ethoxyethyl)oxymethyl}phenyl]-2-methoxyimino-N-methylacetamide

HRID 1857816
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HRID 1857816 반응식
Cl.[CH3:2][O:3][NH2:4].C[O-].[Na+].CO.[CH2:10]([O:12][CH:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C:23](=O)[C:24]([NH:26][CH3:27])=[O:25])[CH3:14])[CH3:11]>CO.[Cl-].[Na+].O>[CH2:10]([O:12][CH:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C:23](=[N:4][O:3][CH3:2])[C:24]([NH:26][CH3:27])=[O:25])[CH3:14])[CH3:11]
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참가 물질

6

반응물 3

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 154837862-[2-{(1-ethoxyethyl)oxymethyl}phenyl)-N-methyl-2-oxoacetamideHCID 23694274Sodium methanolate methanol

생성물 1

HCID 536744052-[2-{(1-ethoxyethyl)oxymethyl}phenyl]-2-methoxyimino-N-methylacetamide수율 92.9%

시약·촉매·용매 2

HCID 887Methanol용매2회
HCID 57417360
Sodium chloride; water
용매

실험 절차

Methoxyamine hydrochloride (0.50 g, 0.006 mol) was dissolved in methanol (6 ml), and a 28% sodium methoxide-methanol solution (1.45 g, 0.0075 mol) was added to the solution to obtain a suspension. A mixed solution of 2-[2-{(1-ethoxyethyl)oxymethyl}phenyl]-N-methyl-2-oxoacetamide (0.80 g, 0.003 mol) and methanol (3 ml) was added to the suspension, and the mixture was stirred under reflux for 1 hour. After completion of the reaction, half-saturated brine (150 ml) was added, and the mixture was extracted with dichloromethane (100 ml) twice. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (ethyl acetate/n-hexane) to obtain an E/Z mixture of 2-[2-{(1-ethoxyethyl)oxymethyl}phenyl]-2-methoxyimino-N-methylacetamide (0.82 g, Yield: 92.8%) as a colorless oil.

후처리

  1. customto obtain a suspension
  2. temperatureunder reflux for 1 hour
  3. additionwas added
  4. extractionthe mixture was extracted with dichloromethane (100 ml) twice
  5. dry with materialThe extract was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe resulting residue was purified by silica gel chromatography (ethyl acetate/n-hexane)
  8. customto obtain

출처 및 근거

ORD 기록
ord-c07e9015358b462a9aecc5dbd76d93cf
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06147231

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