Phenol → HCID 20032362、化合物

HRID 231434ノート

反応式

HRID 231434 の反応式
[Cl:1][C:2]1[C:7]([CH2:8]Br)=[CH:6][C:5]([N:10]2[C:14](=[O:15])[C:13]3[CH2:16][CH2:17][CH2:18][CH2:19][C:12]=3[C:11]2=[O:20])=[C:4]([F:21])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:28]1([OH:34])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>CC(C)=O>[Cl:1][C:2]1[C:7]([CH2:8][O:34][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[CH:6][C:5]([N:10]2[C:14](=[O:15])[C:13]3[CH2:16][CH2:17][CH2:18][CH2:19][C:12]=3[C:11]2=[O:20])=[C:4]([F:21])[CH:3]=1

参加物

5

反応物 3

HCID 996PhenolHCID 11430Potassium CarbonateHCID 20032357HCID 20032357、化合物

生成物 1

HCID 20032362HCID 20032362、化合物収率 29.2%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a mixture of 0.6 g (0.0016 mole) of N-(4-chloro-2-fluoro-5-bromomethylphenyl)-3,4,5,6-tetrahydrophthalimide and 0.22 g (0.0016 mole) of potassium carbonate in acetone was added 0.15 g (0.0016 mole) of phenol. The mixture was stirred overnight at room temperature and then was heated at 50° C. for approximately 24 hours. The reaction mixture was filtered, and the filter cake was washed with ethyl acetate. The filtrate was washed with water, dried, and the solvent was evaporated under reduced pressure, leaving a residue weighing 0.7 g. Preparative thin layer chromatography was used to separate the components of this residue, eluting with ethyl acetate/heptane (3/7). The product, 0.18 g of N-(4-chloro-2-fluoro-5-phenoxymethylphenyl)-3,4,5,6-tetrahydrophthalimide, was isolated as an oil. The nmr and ir were consistent with the proposed structure.

後処理

  1. temperaturewas heated at 50° C. for approximately 24 hours
  2. filtrationThe reaction mixture was filtered
  3. washthe filter cake was washed with ethyl acetate
  4. washThe filtrate was washed with water
  5. customdried
  6. customthe solvent was evaporated under reduced pressure
  7. customleaving a residue
  8. customto separate the components of this residue
  9. washeluting with ethyl acetate/heptane (3/7)

出典と根拠

ORDレコード
ord-b2745ee5e56c4163936a00748628a6e9
出典データセット
uspto-grants-1989_07
特許番号
US04846882

反応ノート

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