Hydrochloric Acid → 1-(4-Chlorophenyl)pentane-1,4-dione

HRID 2357712노트

반응식

HRID 2357712 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[O:5]=[C:6]([CH3:12])[CH2:7][CH2:8][C:9](Cl)=[O:10].Cl.[Cl:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([C:9](=[O:10])[CH2:8][CH2:7][C:6](=[O:5])[CH3:12])=[CH:17][CH:16]=1

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 7964ChlorobenzeneHCID 6451240Aluminum(III) ChlorideHCID 123004064-Oxopentanoyl chloride

생성물 1

HCID 51687791-(4-Chlorophenyl)pentane-1,4-dione수율 13.6%

실험 절차

To a well stirred suspension of anhydrous aluminium chloride (29.66 g, 0.223 mol) in 154.7 ml of chlorobenzene was added 4-oxopentanoylchloride (25.0 g, 0.187 mol) drop-wise, over a period of 30-35 minutes at room temperature (25-30° C.). The reaction mixture was stirred at the same temperature for 1 hour. After decomposition of the reaction mixture by the addition of solid ice and hydrochloric acid (10 ml) the precipitated solid was filtered and filtrate was concentrated in a rotary evaporation to remove all the solvents. The residue was dissolved in ethyl acetate (400 ml), washed with water (2×100 ml), brine (100 ml). The organic layer was dried over anhydrous sodium sulfate and the solvent evaporated off. The crude product so obtained was chromatographed over silica gel (100-200 mesh) using chloroform-hexane (90:10) as eluent to give 5.3 g (13.60%) of the title compound.

후처리

  1. stirringThe reaction mixture was stirred at the same temperature for 1 hour
  2. filtrationwas filtered
  3. concentrationfiltrate was concentrated in a rotary evaporation
  4. customto remove all the solvents
  5. dissolutionThe residue was dissolved in ethyl acetate (400 ml)
  6. washwashed with water (2×100 ml), brine (100 ml)
  7. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  8. customthe solvent evaporated off
  9. customThe crude product so obtained
  10. customwas chromatographed over silica gel (100-200 mesh)

출처 및 근거

ORD 기록
ord-2571dd26904e4710825a33ecfd2c0391
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07763602B2

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