Hydrochloric Acid → HCID 22458926, compound

HRID 2185044Notes

Reaction equation

HRID 2185044 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[C:10]([CH2:15][CH2:16][CH3:17])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:24](Br)[CH:25]=[CH2:26].Cl>CN(C=O)C>[CH2:26]([O:14][C:11]1[CH:12]=[CH:13][C:8]([O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:9][C:10]=1[CH2:15][CH2:16][CH3:17])[CH:25]=[CH2:24]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 154629044-Phenoxy-2-propylphenol

Product 1

HCID 22458926HCID 22458926, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 4-phenoxy-2-propylphenol (PCT Application WO97/281 15) in DMF was added potassium carbonate and allyl bromide. The reaction was stirred for 5 h at 50C, and after cooling was neutralized with 1N HCl and extracted with ethyl acetate. The organic extract was washed with brine, dried over magnessium sulphate, filtered and concentrated to afford an oil which was chromatographed on silica gel (15% ethyl acetate:hexanes) to afford 2-propyl-4-phenoxyphenyl allyl ether.

Workup

  1. temperatureafter cooling
  2. extractionextracted with ethyl acetate
  3. extractionThe organic extract
  4. washwas washed with brine
  5. dry with materialdried over magnessium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto afford an oil which
  9. customwas chromatographed on silica gel (15% ethyl acetate:hexanes)

Sources & evidence

ORD record
ord-a3562a13789d480b95a2cb9c12d7d0ec
Source dataset
uspto-grants-2002_06
Patent number
US06399640B1

Reaction notes

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