Phosphorus tribromide → HCID 54370561, compound

HRID 918330Notes

Reaction equation

HRID 918330 reaction equation
[CH3:1][C:2]([CH:6]=[CH:7][CH2:8][CH:9]([CH3:16])[CH2:10][CH2:11][CH:12]=[C:13]([CH3:15])[CH3:14])=[CH:3][CH2:4]O.P(Br)(Br)[Br:18]>C1C=CC=CC=1>[Br:18][CH2:4][CH:3]=[C:2]([CH3:1])[CH:6]=[CH:7][CH2:8][CH:9]([CH3:16])[CH2:10][CH2:11][CH:12]=[C:13]([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 54315044HCID 54315044, compound

Product 1

HCID 54370561HCID 54370561, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a mixture of 4 g. of 3,7,11-trimethyldodeca-2,4,10-trien-1-ol, and 25 ml. of benzene at 0° is added a solution of 5 ml. of phosphorus tribromide in 18 ml. of benzene over about 15 minutes. The mixture is stirred at 0° for 1 hour. The mixture is then poured onto ice and extracted with pentane. The organic phase is washed with aqueous sodium bicarbonate, water and then brine, dried over magnesium sulfate and evaporated to yield 1-bromo-3,7,11-trimethyldodeca-2,4,10-triene.

Workup

  1. additionTo a mixture of 4 g
  2. additionThe mixture is then poured onto ice
  3. extractionextracted with pentane
  4. washThe organic phase is washed with aqueous sodium bicarbonate, water
  5. dry with materialbrine, dried over magnesium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-ebbde0b04c664832833065f0a9734549
Source dataset
uspto-grants-1976_07
Patent number
US03970704

Reaction notes

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