Hydrogen Bromide → 4-Bromomethyldecylbenzene

HRID 617887Notes

Reaction equation

HRID 617887 reaction equation
[CH2:1]([C:11]1[CH:16]=[CH:15]C(CO)=C[CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]CCCC.[BrH:19].[C:20]1([CH3:26])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[Br:19][CH2:12][CH:11]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH2:16][CH2:15][CH2:26][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 1140TolueneHCID 13079698(4-Decylphenyl)methanol

Product 1

HCID 218492324-Bromomethyldecylbenzene

Conditions

Temperature
90 °C

Procedure

4-Decylphenylmethanol (3.91 g) was dissolved in toluene (40 ml) and thereto was added 48% hydrobromic acid (40 ml). The mixture was refluxed under heating at 90° C. for 6 hours. After cooling, the organic layer was separated and washed with saturated brine and a sodium hydrogencarbonate solution. The mixture was dried over anhydrous sodium sulfate and the solvent was distilled away to give 4.9 g of the oily subject compound.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureAfter cooling
  3. customthe organic layer was separated
  4. washwashed with saturated brine
  5. dry with materialThe mixture was dried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled away

Sources & evidence

ORD record
ord-4aaf8a522d874c93b48b82f0a851b97e
Source dataset
uspto-grants-1999_09
Patent number
US05952316

Reaction notes

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