Hydrogen Bromide → HCID 20392609, compound

HRID 1863275Notes

Reaction equation

HRID 1863275 reaction equation
[CH3:1][O:2][C:3](=[O:18])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:7][CH:6]=1.[Br:19]N1C(=O)CCC1=O.Br>C(Cl)(Cl)(Cl)Cl>[Br:19][CH:4]([C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[CH:7][CH:6]=1)[C:3]([O:2][CH3:1])=[O:18]

Participants

6

Reactant 3

HCID 260Hydrogen BromideHCID 67184N-bromobutanimideHCID 12531834Methyl [p-(phenoxy)phenyl]acetate

Product 1

HCID 20392609HCID 20392609, compound

Reagents, catalysts & solvents 2

HCID 5943Carbon TetrachlorideCatalystHCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 22.68 g of methyl[p-(phenoxy)phenyl]acetate, 17.195 g of N-bromosuccinimide and 20 drops of carbon tetrachloride saturated with HBr in 300 ml of carbon tetrachloride is heated at reflux for 28 hours. After cooling, the mixture is filtered through aluminum oxide, concentrated and distilled at 0.15 mm to give the product as a colorless oil (bp 162.5°-165° C.).

Workup

  1. temperatureis heated
  2. temperatureat reflux for 28 hours
  3. temperatureAfter cooling
  4. filtrationthe mixture is filtered through aluminum oxide
  5. concentrationconcentrated
  6. distillationdistilled at 0.15 mm

Sources & evidence

ORD record
ord-7bc1ce83ecf84ed48efaec2ff5444077
Source dataset
uspto-grants-1979_09
Patent number
US04168385

Reaction notes

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