Methylparaben → HCID 13972387, compound

HRID 892717Notes

Reaction equation

HRID 892717 reaction equation
Br[CH2:2][CH2:3][CH:4]=[CH2:5].[CH3:6][O:7][C:8]([C:10]1[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=1)=[O:9].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH2:2]([O:16][C:13]1[CH:12]=[CH:11][C:10]([C:8]([O:7][CH3:6])=[O:9])=[CH:15][CH:14]=1)[CH2:3][CH:4]=[CH2:5]

Participants

5

Reactant 3

HCID 7456MethylparabenHCID 11430Potassium CarbonateHCID 21241Homoallyl bromide

Product 1

HCID 13972387HCID 13972387, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A slurry of 4-bromo-1-butene (1.4 g), methyl p-hydroxybenzoate (1.5 g) and K2CO3 (1.8 g) in acetone was heated to reflux for 18 hours. The reaction was cooled, filtered, and concentrated to a yellow oil. The oil was chromatographed with 20% ethyl acetate/hexanes to give the titled compound.

Workup

  1. temperatureto reflux for 18 hours
  2. temperatureThe reaction was cooled
  3. filtrationfiltered
  4. concentrationconcentrated to a yellow oil
  5. customThe oil was chromatographed with 20% ethyl acetate/hexanes

Sources & evidence

ORD record
ord-0f35032e7b8f40f9a5e267b99d1ad594
Source dataset
uspto-grants-1992_06
Patent number
US05120729

Reaction notes

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