4-Chlorobenzalacetone → 4-(4-Chlorophenyl)butan-2-one

HRID 919088Notes

Reaction equation

HRID 919088 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1>CCOC(C)=O.[Pt](=O)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][C:8](=[O:10])[CH3:9])=[CH:11][CH:12]=1

Participants

4

Reactant 1

HCID 981834-Chlorobenzalacetone

Product 1

HCID 2192774-(4-Chlorophenyl)butan-2-one

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8857Ethyl AcetateSolvent

Procedure

4-Chlorobenzylideneacetone (1 g, 5.5 mmol) was dissolved in EtOAc (10 mL) then platinum(IV) oxide (catalytic amount) was added. The mixture was purged with N2 (g) then H2 (g) then stirred under H2 atmosphere for 2 hours. The mixture was purged with N2 (g) then filtered to remove the catalyst. The crude material was purified on silica gel to yield the title compound.

Workup

  1. customThe mixture was purged with N2 (g)
  2. customThe mixture was purged with N2 (g)
  3. filtrationthen filtered
  4. customto remove the catalyst
  5. customThe crude material was purified on silica gel

Sources & evidence

ORD record
ord-2c38f9d0933d495795802c465e6bd79f
Source dataset
uspto-grants-2016_03
Patent number
US09272990B2

Reaction notes

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