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Water → 2-(Methoxymethoxy)-5-(trifluoromethyl)benzaldehyde

HRID 1081874
ノート
印刷プレビュー

反応式

HRID 1081874 の反応式
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=1.[Li]CCCC.CN([CH:23]=[O:24])C.O>CCOCC>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:12])([F:13])[F:14])=[CH:7][C:6]=1[CH:23]=[O:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 6228DimethylformamideHCID 110090761-(Methoxymethoxy)-4-(trifluoromethyl)benzeneHCID 178418339Butyllithium

生成物 1

HCID 233631132-(Methoxymethoxy)-5-(trifluoromethyl)benzaldehyde収率 79%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒
2 回

実験手順

To the solution of 4-(trifluoromethyl)phenyl methoxymethyl ether (5 g) in anhydrous ether (50 ml) was gradually added dropwise 1.6M n-BuLi (16.7 ml) at room temperature. After stirring at room temperature for 2 hours, the solution of DMF (4.13 ml) in anhydrous ether (20 ml) was added dropwise over 30 minutes, and the solution was stirred for 1 hour. To the reaction solution was added water, and the ether layer was separated. The ether layer is was washed with water and saturated sodium chloride solution, and dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The resulting residue was purified by chromatography on a silica gel column (methylene chloride:hexane=1:1), to give the title compound (4.49 g; 79%).

後処理

  1. stirringthe solution was stirred for 1 hour
  2. customthe ether layer was separated
  3. washThe ether layer is was washed with water and saturated sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe solvent was removed under reduced pressure
  6. customThe resulting residue was purified by chromatography on a silica gel column (methylene chloride:hexane=1:1)

出典と根拠

ORDレコード
ord-405fa717f88f46a289474d2af6aa8292
出典データセット
uspto-grants-1996_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05587392

反応ノート

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