Phenol → HCID 20032362, 화합물

HRID 231434노트

반응식

HRID 231434 반응식
[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

참가 물질

5

반응물 3

HCID 996PhenolHCID 11430Potassium CarbonateHCID 20032357HCID 20032357, 화합물

생성물 1

HCID 20032362HCID 20032362, 화합물수율 29.2%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-b2745ee5e56c4163936a00748628a6e9
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04846882

반응 노트

불러오는 중…