Hydrogen Bromide → HCID 22378381, compound

HRID 1956568Notes

Reaction equation

HRID 1956568 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:3]=1[CH2:15]O.O.[BrH:18]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:3]=1[CH2:15][Br:18]

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 223783762-Chloro-6-phenoxybenzenemethanol

Product 1

HCID 22378381HCID 22378381, compoundYield 100%

Procedure

17.5 g (70.94 mmol) of (2-chloro-6-phenoxy-phenyl)-methanol are heated under reflux for 3 hours in 150 ml of 8% hydrobromic acid. The mixture is cooled, water is added and the mixture is extracted 3× with ethyl acetate. The organic phases are washed with brine, dried over sodium sulfate and concentrated. 21.21 g (>100%) of crude (2-chloro-6-phenoxy-phenyl)-bromomethane are obtained in the form of a yellow oil; TLC (silica gel; ethyl acetate/hexane=1:1; UV): Rf =0.70; 1H-NMR (CDCl3, 200 MHz): 4.78 (s, 2H); 6.70-7.41 (m, 8H).

Workup

  1. temperatureThe mixture is cooled
  2. extractionthe mixture is extracted 3× with ethyl acetate
  3. washThe organic phases are washed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-9b9306f6e5494141a0d8c0c1e75f47ac
Source dataset
uspto-grants-1998_07
Patent number
US05780500

Reaction notes

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