Phosphorus tribromide → HCID 53724096, compound

HRID 2164176Notes

Reaction equation

HRID 2164176 reaction equation
[CH2:1]([C:3]([CH2:7][CH2:8][CH:9]=[C:10]([CH2:13][CH3:14])[CH2:11][CH3:12])=[CH:4][CH2:5]O)[CH3:2].P(Br)(Br)[Br:16]>CCOCC>[Br:16][CH2:5][CH:4]=[C:3]([CH2:1][CH3:2])[CH2:7][CH2:8][CH:9]=[C:10]([CH2:13][CH3:14])[CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 53651035HCID 53651035, compound

Product 1

HCID 53724096HCID 53724096, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

3,7-Diethylnona-2,6-dien-1-ol (4.8 g.) is dissolved in 40 ml. of ether, cooled to -50° and 2.44 g. of phosphorus tribromide in 5 ml. of ether is added over 20 minutes. The reaction mixture is stirred for two hours, poured into ice and extracted with ether. The ethereal extracts are combined, washed with 10% sodium carbonate, water and saturated sodium chloride, dried over sodium sulfate and the solvent concentrated to yield 1-bromo-3,7-diethylnona-2,6-diene.

Workup

  1. additionpoured into ice
  2. extractionextracted with ether
  3. washwashed with 10% sodium carbonate, water and saturated sodium chloride
  4. dry with materialdried over sodium sulfate
  5. concentrationthe solvent concentrated

Sources & evidence

ORD record
ord-16e7ed639b604d648d527fadf13052b0
Source dataset
uspto-grants-1979_01
Patent number
US04137273

Reaction notes

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