Potassium Carbonate → HCID 18518433, compound

HRID 1813938Notes

Reaction equation

HRID 1813938 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:16])[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:23]([O:30][CH2:31][CH2:32]Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CC(=O)CC>[CH2:23]([O:30][CH2:31][CH2:32][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:16])[CH2:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:6][CH:7]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 73833Benzene, ((2-bromoethoxy)methyl)-HCID 75607Benzyl 4-hydroxyphenyl ketone

Product 1

HCID 18518433HCID 18518433, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1-(4-Hydroxyphenyl)-2-phenyl ethanone (17 g, 0.08 mol) is dissolved in 2-butanone (200 ml) and potassium carbonate (33.1 g, 0.24 mol) and 2-benzyloxyethyl bromide (25.8 g, 0.12 mol) is added to the solution. Mixture is stirred and refluxed for three hours. Then the solution is filtered and the filtrate is evaporated to dryness. The residue is dissolved in toluene, washed with 2 N aqueous sodium hydroxide solution and with water, dried and evaporated to dryness. The product is crystallized from ethanol. Yield 23.2 g, 84%.

Workup

  1. temperaturerefluxed for three hours
  2. filtrationThen the solution is filtered
  3. customthe filtrate is evaporated to dryness
  4. dissolutionThe residue is dissolved in toluene
  5. washwashed with 2 N aqueous sodium hydroxide solution and with water
  6. customdried
  7. customevaporated to dryness
  8. customThe product is crystallized from ethanol

Sources & evidence

ORD record
ord-91c19973ea934eca83cdac4f4445c839
Source dataset
uspto-grants-2005_04
Patent number
US06875775B2

Reaction notes

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