Hydrogen Bromide → HCID 20432293, compound

HRID 2412390Notes

Reaction equation

HRID 2412390 reaction equation
C(O[C:4](=O)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][C:12]1[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=1)C.[BrH:20].O>C(OCC)C>[Br:18][C:15]1[CH:16]=[CH:17][C:12]([O:11][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[CH2:4][Br:20])=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 23464800Ethyl 2-(4-bromophenoxy)benzoate

Product 1

HCID 20432293HCID 20432293, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 413.0 g of the 2-(4-bromophenoxy)benzyl alcohol and 1290 ml of 48% hydrobromic acid is boiled under reflux for 4 hours, then cooled and poured onto 2000 ml of ice and water. The greenish oil that separates out is dissolved in 2000 ml of diethyl ether. The organic phase is washed twice with 400 ml of water and with 400 ml of a 1N aqueous sodium bicarbonate solution, dried over magnesium sulphate and concentrated by evaporation at 40° under 11 mm Hg. The 2-(4-bromophenoxy)benzyl bromide, obtained in the form of an oily residue, is used without purification.

Workup

  1. temperatureunder reflux for 4 hours
  2. temperaturecooled
  3. washThe organic phase is washed twice with 400 ml of water and with 400 ml of a 1N aqueous sodium bicarbonate solution
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated by evaporation at 40° under 11 mm Hg

Sources & evidence

ORD record
ord-7589ac502eed4b7f8bf1c17ce2b5d6e7
Source dataset
uspto-grants-1985_01
Patent number
US04492691

Reaction notes

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