Phenethyl bromide → HCID 19591605, 화합물

HRID 849377

반응식

HRID 849377 반응식
[H-].[Na+].[F:3][C:4]1[CH:9]=[C:8]([CH2:10][C:11](=[O:13])[CH3:12])[CH:7]=[CH:6][C:5]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[CH2:20](Br)[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C)C=O>[F:3][C:4]1[CH:9]=[C:8]([CH:10]([CH2:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:11](=[O:13])[CH3:12])[CH:7]=[CH:6][C:5]=1[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

참가 물질

5

반응물 3

HCID 7666Phenethyl bromideHCID 24758Sodium hydrideHCID 129504182-Fluoro-4-biphenylyl acetone

생성물 1

HCID 19591605HCID 19591605, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

1.93 g of 60% oily sodium hydride was suspended in 70 ml of dimethylformamide, and a solution of 10.0 g of 2-fluoro-4-biphenylyl acetone in 30 ml of dimethylformamide, was added under cooling with ice with stirring, followed by stirring at room temperature for 50 minutes. Then, 7.20 ml of phenethyl bromide was added, followed by stirring at room temperature for 18 hours. The reaction solution was extracted by an addition of water and ethyl ether, and the organic layer was washed with a saturated sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate. The drying agent was filtered off, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1) to obtain 10.9 g of the above identified compound as a pale yellow oily substance.

후처리

  1. temperatureunder cooling with ice
  2. stirringby stirring at room temperature for 50 minutes
  3. stirringby stirring at room temperature for 18 hours
  4. extractionThe reaction solution was extracted by an addition of water and ethyl ether
  5. washthe organic layer was washed with a saturated sodium chloride aqueous solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationThe drying agent was filtered off
  8. distillationthe solvent was distilled off under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1)
  10. customto obtain 10.9 g of the

출처 및 근거

ORD 기록
ord-ea6b6df1ac024746ab72e35576da3135
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06011174

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