Phosphorus tribromide → 3-(p-Tert.amyl-phenyl)-2-methyl-propyl bromide

HRID 1395219Notes

Reaction equation

HRID 1395219 reaction equation
[C:1]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH:13]([CH3:16])[CH2:14]O)=[CH:8][CH:7]=1)([CH2:4][CH3:5])([CH3:3])[CH3:2].P(Br)(Br)[Br:18]>>[C:1]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH:13]([CH3:16])[CH2:14][Br:18])=[CH:8][CH:7]=1)([CH2:4][CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 24614Phosphorus tribromideHCID 203405282-Methyl-3-[4-(2-methylbutan-2-yl)phenyl]propan-1-ol

Product 1

HCID 203405533-(p-Tert.amyl-phenyl)-2-methyl-propyl bromide

Procedure

32.2 g of 3-(p-tert.amyl-phenyl)-2-methyl-propanol are added dropwise at 20°-30° C. over a period of 2 hours to 21.8 g of phosphorus tribromide and the mixture is left to stand for 16 hours. The mixture is subsequently heated to 55°-60° C. for a period of 1.5 hours, cooled down to ca 10° C. and cautiously poured on to ice. The aqueous solution is exhaustively extracted with ether, the combined ether phases are washed with saturated sodium bicarbonate solution and water, dried over sodium sulphate and evaporated. By fractional distillation there is obtained pure 3-(p-tert.amyl-phenyl)-2-methyl-propyl bromide of boiling point 117°-119° C./0.035 Torr.

Workup

  1. waitthe mixture is left
  2. temperatureThe mixture is subsequently heated to 55°-60° C. for a period of 1.5 hours
  3. temperaturecooled down to ca 10° C.
  4. additioncautiously poured on to ice
  5. extractionThe aqueous solution is exhaustively extracted with ether
  6. washthe combined ether phases are washed with saturated sodium bicarbonate solution and water
  7. dry with materialdried over sodium sulphate
  8. customevaporated
  9. distillationBy fractional distillation there

Sources & evidence

ORD record
ord-2a8192a31dcd482290dda3bce7848da1
Source dataset
uspto-grants-1980_05
Patent number
US04202894

Reaction notes

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