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

HRID 1081874
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HRID 1081874 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

HCID 233631132-(Methoxymethoxy)-5-(trifluoromethyl)benzaldehyde수율 79%

시약·촉매·용매 1

HCID 3283Diethyl Ether
용매
2회

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-405fa717f88f46a289474d2af6aa8292
출처 데이터셋
uspto-grants-1996_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05587392

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