Hydrochloric Acid → 3-Allyloxy-(2-ethyl-2-oxoethoxy)benzene

HRID 342785Notes

Reaction equation

HRID 342785 reaction equation
[CH2:1]([O:4][C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1)[CH:2]=[CH2:3].Br[CH2:13][C:14]([C:16]1C=CC=C[CH:17]=1)=[O:15].C(=O)([O-])[O-].[K+].[K+].Cl>CC(=O)CC.C(OCC)(=O)C>[CH2:1]([O:4][C:5]1[CH:6]=[C:7]([O:11][CH2:13][C:14]([CH2:16][CH3:17])=[O:15])[CH:8]=[CH:9][CH:10]=1)[CH:2]=[CH2:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6259Phenacyl bromideHCID 11430Potassium CarbonateHCID 53141523-(Allyloxy)phenol

Product 1

HCID 545597973-Allyloxy-(2-ethyl-2-oxoethoxy)benzene

Reagents, catalysts & solvents 2

HCID 6569Methyl Ethyl KetoneSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 3-allyloxyphenol (1.19 g), 2-bromoacetophenone (1.0 g) and potassium carbonate (1.10 g) in 2-butanone (15 ml) was refluxed for four hours. The mixture was partioned between 0.2N HCl and ethyl acetate. The organic layer was dried over magnesium sulfate, filtered, concentrated in vacuo. Column Chromatography (silica gel 60, 50% methylene chloride in hexane) gave the title compound.

Workup

  1. dry with materialThe organic layer was dried over magnesium sulfate
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-068d28c25dbf4c56bf68a52145af0b7a
Source dataset
uspto-grants-1999_01
Patent number
US05859051

Reaction notes

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