Triphenylphosphine dibromide → HCID 18177430, compound

HRID 394697Notes

Reaction equation

HRID 394697 reaction equation
[Br:1]P(Br)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[CH2:22]([O:27][C:28]1[CH:29]=[C:30]2[C:35](=[CH:36][CH:37]=1)[O:34][CH2:33][C:32]([CH2:38]O)=[CH:31]2)[CH2:23][CH2:24][CH2:25][CH3:26]>C(#N)C.CCOCC.CCCCCC>[CH2:22]([O:27][C:28]1[CH:29]=[C:30]2[C:35](=[CH:36][CH:37]=1)[O:34][CH2:33][C:32]([CH2:38][Br:1])=[CH:31]2)[CH2:23][CH2:24][CH2:25][CH3:26]

Participants

5

Reactant 2

HCID 70579Triphenylphosphine dibromideHCID 18177458HCID 18177458, compound

Product 1

HCID 18177430HCID 18177430, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 21584099Diethylether hexaneSolvent

Procedure

2 g (4.7 mmol) of dibromotriphenylphosphorane are added to a solution of 1.15 g (4.6 mmol) of the alcohol obtained in Step C in 25 ml of anhydrous acetonitrile. The medium is stirred for 1 hour at ambient temperature; the solvent is then evaporated in vacuo. The residue obtained is taken up in a mixture of ether/hexane (1/1); the solid formed is then filtered off over Celite. Evaporation of the filtrate yields the brominated compound of the title in the form of a chestnut-brown syrup.

Workup

  1. customthe solvent is then evaporated in vacuo
  2. customThe residue obtained
  3. customthe solid formed
  4. filtrationis then filtered off over Celite
  5. customEvaporation of the filtrate
  6. customyields the brominated compound of the title in the form of a chestnut-brown syrup

Sources & evidence

ORD record
ord-1aba3056efc14246a973bea5fdb5a1e3
Source dataset
uspto-grants-2003_08
Patent number
US06602903B2

Reaction notes

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