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Water → 3-(4-Chloro-2-propargyloxyphenyl)-1-methyl-6-trifluoromethyluracil

HRID 366345
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HRID 366345 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[N:10]([CH3:19])[C:9]2=[O:20])=[C:4]([OH:21])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:28](Br)[C:29]#[CH:30].O>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[CH:12]=[C:11]([C:15]([F:18])([F:16])[F:17])[N:10]([CH3:19])[C:9]2=[O:20])=[C:4]([O:21][CH2:30][C:29]#[CH:28])[CH:3]=1
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참가 물질

6

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HCID 962WaterHCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 232891734-Chloro-2-hydroxyphenyl-1-methyl-6-trifluoromethyluracil

생성물 1

HCID 232891823-(4-Chloro-2-propargyloxyphenyl)-1-methyl-6-trifluoromethyluracil수율 89%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
70 °C

실험 절차

22.6 g (70.5 mmol) of 3-(4-chloro-2-hydroxyphenyl-1-methyl-6-trifluoromethyluracil and 14.5 g (105.1 mmol) of potassium carbonate were suspended in 150 ml of N,N-dimethylformamide, and 11.2 g (94.1 mmol) of propargyl bromide was dropwise added thereto at room temperature. After stirring at 70° C. for 2 hours, the reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed sequentially with water and a saturated sodium chloride aqueous solution and then, dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. Then, the obtained crude crystals were washed with isopropyl ether to obtain 22.5 g (yield: 89.0%) of the desired product as pale brown powder. Melting point: 147-148° C.

후처리

  1. customat room temperature
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed sequentially with water
  4. dry with materiala saturated sodium chloride aqueous solution and then, dried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customThen, the obtained crude crystals
  7. washwere washed with isopropyl ether

출처 및 근거

ORD 기록
ord-f72aa0496a88418b8cc777f287e1ee54
출처 데이터셋
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06130187

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