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Sodium hydride → 1-(4,6-Dimethyl-2-pyridinyl)ethanone O-[(2,4-Dimethoxyphenyl)methyl] Oxime

HRID 1357026
ノート
印刷プレビュー

反応式

HRID 1357026 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9](=[N:11][OH:12])[CH3:10])[CH:3]=1.[H-].[Na+].[CH3:15][O:16][C:17]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:18]=1[CH2:19]Cl>CN(C)C=O>[CH3:15][O:16][C:17]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:18]=1[CH2:19][O:12][N:11]=[C:9]([C:4]1[CH:3]=[C:2]([CH3:1])[CH:7]=[C:6]([CH3:8])[N:5]=1)[CH3:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 185052611-(Chloromethyl)-2,4-dimethoxybenzene2 回HCID 1363363511-(4,6-Dimethyl-2-pyridinyl)ethanone oxime

生成物 1

HCID 854489091-(4,6-Dimethyl-2-pyridinyl)ethanone O-[(2,4-Dimethoxyphenyl)methyl] Oxime

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

On the other hand, 0.50 g (3.05 mmol) of 1-(4,6-dimethyl-2-pyridinyl)ethanone oxime was dissolved in 5 ml of N,N-dimethylformamide, and the resultant solution was added with 0.12 g (3.00 mmol) of sodium hydride (60%, oiliness) while cooling the solution with ice. The obtained solution was stirred for 30 min. at a temperature below 0° C. and subsequently added with the whole amount of the toluene solution of 2,4-dimethoxybenzyl chloride prepared previously under cooling with ice. The resultant solution was stirred for 1.5 hours while cooling with ice, and the reacted solution was then poured into icewater, and the ice water containing the reacted solution was extracted with diethyl ether. The resultant nonaqueous layer was separated and washed with water and then dried with anhydrous magnesium sulfate. The dried layer was then condensed under reduced pressure to obtain a crude product. Then, said crude product was purified by means of silica gel column chromatography (eluate; hexane:ethyl acetate=7:3 (v/v)) to obtain the target compound in an amount of 0.62 g. nD20.7; 1.5722

後処理

  1. temperaturewhile cooling the solution with ice
  2. customprepared previously
  3. temperatureunder cooling with ice
  4. temperaturewhile cooling with ice
  5. additionthe reacted solution was then poured into icewater
  6. extractionthe ice water containing the reacted solution was extracted with diethyl ether
  7. customThe resultant nonaqueous layer was separated
  8. washwashed with water
  9. dry with materialdried with anhydrous magnesium sulfate
  10. customcondensed under reduced pressure

出典と根拠

ORDレコード
ord-8774ef68924e4ff6b6fe7edbecddd6d8
出典データセット
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06589967B1

反応ノート

読み込み中…

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