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Potassium Carbonate → HCID 66778352、化合物

HRID 2091376
ノート
印刷プレビュー

反応式

HRID 2091376 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([OH:8])[C:3]=1[C:9](=O)[CH3:10].C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][C:20](=[O:24])[CH:21]([CH3:23])[CH3:22]>CN(C)C=O>[F:1][C:2]1[C:3]2[C:9]([CH3:10])=[C:19]([C:20](=[O:24])[CH:21]([CH3:23])[CH3:22])[O:8][C:4]=2[CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 27373242'-Fluoro-6'-hydroxyacetophenoneHCID 108990371-Bromo-3-methylbutan-2-one

生成物 1

HCID 66778352HCID 66778352、化合物収率 77%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution (25 mL) of 1-(2-fluoro-6-hydroxyphenyl)ethanone (1.3 g) in N,N-dimethylformamide were added potassium carbonate (3.5 g) and 1-bromo-3-methylbutan-2-one (1.7 g) synthesized in Example A75(1) at room temperature, and the mixture was stirred at room temperature for 3 hr. The reaction mixture was allowed to cool to room temperature, and filtered through celite. Water was added to the filtrate, and the mixture was extracted with diethyl ether. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The obtained residue was dissolved in N,N-dimethylformamide (15 mL) again, 1,8-diazabicyclo[5.4.0]undec-7-ene (1.3 mL) was added to the mixture, and the mixture was stirred at 110° C. for 1 hr with heating. After cooling to room temperature, the reaction mixture was quenched with 1N hydrochloric acid, and the mixture was extracted with diethyl ether. The extract was concentrated under reduced pressure, and the precipitated compound was recrystallized from diisopropyl ether-hexane to give the title object compound (1.4 g, 77%) as a colorless solid.

後処理

  1. customsynthesized in Example A75(1) at room temperature
  2. temperatureto cool to room temperature
  3. filtrationfiltered through celite
  4. additionWater was added to the filtrate
  5. extractionthe mixture was extracted with diethyl ether
  6. washThe extract was washed with saturated brine
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. dissolutionThe obtained residue was dissolved in N,N-dimethylformamide (15 mL) again
  10. addition1,8-diazabicyclo[5.4.0]undec-7-ene (1.3 mL) was added to the mixture
  11. stirringthe mixture was stirred at 110° C. for 1 hr
  12. temperaturewith heating
  13. temperatureAfter cooling to room temperature
  14. customthe reaction mixture was quenched with 1N hydrochloric acid
  15. extractionthe mixture was extracted with diethyl ether
  16. concentrationThe extract was concentrated under reduced pressure
  17. customthe precipitated compound was recrystallized from diisopropyl ether-hexane

出典と根拠

ORDレコード
ord-d8bd9643383242f9a947f3719a48ab7f
出典データセット
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08436043B2

反応ノート

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