Water → 4-Butoxyphenyl 4-[(prop-2-en-1-yl)oxy]benzoate

HRID 742521Notes

Reaction equation

HRID 742521 reaction equation
[CH2:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1)[CH:2]=[CH2:3].[CH2:14]([O:18][C:19]1[CH:24]=[CH:23][C:22](O)=[CH:21][CH:20]=1)[CH2:15][CH2:16][CH3:17].O>C(Cl)(Cl)Cl>[CH2:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([O:11][C:22]2[CH:23]=[CH:24][C:19]([O:18][CH2:14][CH2:15][CH2:16][CH3:17])=[CH:20][CH:21]=2)=[O:10])=[CH:7][CH:6]=1)[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 962WaterHCID 312334-ButoxyphenolHCID 4606904-(Prop-2-en-1-yloxy)benzoic acid

Product 1

HCID 194262074-Butoxyphenyl 4-[(prop-2-en-1-yl)oxy]benzoateYield 94.6%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

30.0 g of PPE, 5.00 g (28.1 mmol) of the compound (12) and 4.40 g (28.9 mmol) of p-butoxyphenol were dissolved in 100 ml of chloroform under an argon gas atmosphere and the whole was stirred at room temperature overnight. After addition of water to the reaction mixture, the whole was extracted with methylene chloride. After removal of the solvent by distillation, the residue was purified by silica gel column chromatography to obtain 8.30 g of p-butoxyphenyl p-allyloxybenzoate (13) (yield: 94.6%).

Workup

  1. extractionthe whole was extracted with methylene chloride
  2. customAfter removal of the solvent
  3. distillationby distillation
  4. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-f0812d1c9e234d748ce787891d57d5fb
Source dataset
uspto-grants-1996_09
Patent number
US05554706

Reaction notes

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