Allyl bromide → Allyl phenyl ether

HRID 2106907Notes

Reaction equation

HRID 2106907 reaction equation
CC([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([Hg]Cl)[CH:6]=1)(C)C.C([O-])([O-])=O.[K+].[K+].[CH2:20](Br)[CH:21]=[CH2:22]>[Na+].[Cl-]>[CH2:22]([O:11][C:8]1[CH:7]=[CH:6][CH:5]=[CH:10][CH:9]=1)[CH:21]=[CH2:20]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 71633Mercurobutol

Product 1

HCID 74458Allyl phenyl etherYield 92%

Reagents, catalysts & solvents 1

HCID 5234Sodium ChlorideSolvent

Procedure

More precisely, 9.3 g of mercurobutol are taken which are dissolved in 50 ml of hot denatured alcohol, in the presence of NaCl. 2 g of potash are carefully added. A thick white precipitate is formed. 4.4 ml of allyl bromide are added in 21 ml of denatured alcohol and the product is mixed with the precipitate which becomes more fluid. The product is heated for two hours at the boiling temperature of the alcohol, then filtered hot. 9.43 g of 2-chloromercuri 4-tertiobutyl phenol allyl-ether are obtained, with a yield of 92%. This product is pure, as may be checked by thin layer chromatography. Its melting temperature is 110° C. It is in the form of a white, water-insoluble powder.

Workup

  1. customA thick white precipitate is formed
  2. additionthe product is mixed with the precipitate which
  3. filtrationfiltered hot

Sources & evidence

ORD record
ord-32cf2776ca1d4148b9e3406c93f88298
Source dataset
uspto-grants-1990_06
Patent number
US04931577

Reaction notes

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