Allyl bromide → 3-[4-(4-Chlorophenoxy)phenoxy]-1-propene

HRID 1155366Notes

Reaction equation

HRID 1155366 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[CH2:16](Br)[CH:17]=[CH2:18].C(=O)([O-])[O-].[K+].[K+]>C(O)CCC>[CH2:18]([O:13][C:10]1[CH:11]=[CH:12][C:7]([O:6][C:5]2[CH:14]=[CH:15][C:2]([Cl:1])=[CH:3][CH:4]=2)=[CH:8][CH:9]=1)[CH:17]=[CH2:16]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 123461204-(4-Chlorophenoxy)phenol

Product 1

HCID 104916203-[4-(4-Chlorophenoxy)phenoxy]-1-propeneYield 100.8%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

42 g of 4(4-chlorophenoxy)-phenol and 48 g of allyl bromide were heated at the boil at a reflux condenser, while stirring and adding 50 g of potassium carbonate, in 500 ml of butanol for 4 hours. Inorganic salts were then separated from the reaction solution by suction-filtration, the solvent was vaporized and the residue was distilled under greatly reduced pressure. 50 g of 4(4-chlorophenoxy)-phenyl allyl ether were obtained, boiling point: 173°-175° C. under a pressure of 2--3 mm mercury.

Workup

  1. customInorganic salts were then separated from the reaction solution by suction-filtration
  2. distillationthe residue was distilled under greatly reduced pressure

Sources & evidence

ORD record
ord-709bfe742ac242d39659ad02d703c88d
Source dataset
uspto-grants-1981_11
Patent number
US04301295

Reaction notes

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