Methanol → 2-(2-hydroxymethylphenyl)-2-methoxyimino-N-methylacetamide

HRID 342182ノート

反応式

HRID 342182 の反応式
CO.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.C(OC([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[C:33](=[N:38][O:39][CH3:40])[C:34]([NH:36][CH3:37])=[O:35])C)C>[Cl-].[Na+].O>[OH:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[C:33](=[N:38][O:39][CH3:40])[C:34]([NH:36][CH3:37])=[O:35]

参加物

5

反応物 3

HCID 887MethanolHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 536744052-[2-{(1-ethoxyethyl)oxymethyl}phenyl]-2-methoxyimino-N-methylacetamide

生成物 1

HCID 544725602-(2-hydroxymethylphenyl)-2-methoxyimino-N-methylacetamide収率 90%

試薬・触媒・溶媒 1

HCID 57417360Sodium chloride; water溶媒

実験手順

Methanol (4 ml) and pyridinium p-toluenesulfonate (0.04 g, 0.00017 mol) were added to an E/Z mixture of 2-[2-{(1-ethoxyethyl)oxymethyl}phenyl]-2-methoxyimino-N-methylacetamide (0.50 g, 0.0017 mol), and the mixture was stirred under reflux for 2 hours. After completion of the reaction, half-saturated brine (100 ml) was added, and the mixture was extracted with dichloromethane (50 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 2-(2-hydroxymethylphenyl)-2-methoxyimino-N-methylacetamide (0.34 g, Yield: 90.0%, E/Z=96/4) as a colorless oil.

後処理

  1. temperatureunder reflux for 2 hours
  2. additionwas added
  3. extractionthe mixture was extracted with dichloromethane (50 ml) twice
  4. dry with materialThe extract was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was purified by silica gel chromatography (ethyl acetate/n-hexane)

出典と根拠

ORDレコード
ord-125ffc03e32f4c31badab379434a35ee
出典データセット
uspto-grants-1999_01
特許番号
US05856573

反応ノート

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