Phosphorus tribromide → HCID 14149585, compound

HRID 1733281Notes

Reaction equation

HRID 1733281 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([CH3:15])[CH2:13]O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].P(Br)(Br)[Br:17]>>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH:12]([CH3:15])[CH2:13][Br:17])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 24614Phosphorus tribromideHCID 92013Benzenepropanol, 4-(1,1-dimethylethyl)-beta-methyl-

Product 1

HCID 14149585HCID 14149585, compound

Procedure

300.2 g of 3-(p-tert.butyl-phenyl)-2-methyl-propanol are added dropwise over a period of 2 hours at 20°-30° C. to 218.6 g of phosphorus tribromide and the mixture is left to stand for 16 hours. The mixture is subsequently heated to 55°-60° C. over a period of 1.5 hours, cooled 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 fraction distillation there is obtained pure 3-(p-tert.butyl-phenyl)-2-methyl-propyl bromide of boiling point 104° C./0.025 Torr.

Workup

  1. waitthe mixture is left
  2. temperatureThe mixture is subsequently heated to 55°-60° C. over a period of 1.5 hours
  3. temperaturecooled 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 fraction distillation

Sources & evidence

ORD record
ord-3269b6a14cf7436eb2ddceef8a2aaccc
Source dataset
uspto-grants-1980_12
Patent number
US04241058

Reaction notes

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