Cyclohexanone → HCID 54375856, compound

HRID 437010Notes

Reaction equation

HRID 437010 reaction equation
C[C:2]1[CH:7]=[C:6](O)[CH:5]=[CH:4][C:3]=1C(C)=O.[C:12](=[O:15])([O-])[O-].[K+].[K+].Br[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].[C:26]1(=[O:32])CCCC[CH2:27]1>>[CH3:19][CH2:20][CH2:21][CH:22]([O:32][CH:26]([CH3:27])[C:12]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:15])[CH2:23][CH2:24][CH3:25]

Participants

5

Reactant 4

HCID 7967CyclohexanoneHCID 11430Potassium CarbonateHCID 123691-BromoheptaneHCID 701334-Hydroxy-2-methylacetophenone

Product 1

HCID 54375856HCID 54375856, compoundYield 82.5%

Procedure

Twenty-five parts of 4-hydroxy-2-methylacetophenone, 46 parts of potassium carbonate and 34.3 parts of 1-bromoheptane were stirred in 148 parts by volume of cyclohexanone and refluxed for 2 hours. The product was filtered and the solvent evaporated leaving an oily residue. This material was distilled at 150°-152° C. at 0.09 mm Hg to obtain 34.0 parts (82.5% yield) of 4-heptyloxy-2-methylacetophenone.

Workup

  1. temperaturerefluxed for 2 hours
  2. filtrationThe product was filtered
  3. customthe solvent evaporated
  4. customleaving an oily residue
  5. distillationThis material was distilled at 150°-152° C. at 0.09 mm Hg

Sources & evidence

ORD record
ord-06043b9440094080b3773bd7a2e23c2e
Source dataset
uspto-grants-1977_06
Patent number
US04029594

Reaction notes

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