Triphenylphosphine dibromide → HCID 18177453, compound

HRID 394688Notes

Reaction equation

HRID 394688 reaction equation
[Br:1]P(Br)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[CH3:22][O:23][C:24]1[CH:25]=[C:26]2[C:31](=[CH:32][CH:33]=1)[O:30][CH:29]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:28]([CH2:40]O)=[CH:27]2.CCOCC.CCCCCC>C(#N)C>[Br:1][CH2:40][C:28]1[CH:29]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[O:30][C:31]2[C:26]([CH:27]=1)=[CH:25][C:24]([O:23][CH3:22])=[CH:33][CH:32]=2

Participants

5

Reactant 3

HCID 70579Triphenylphosphine dibromideHCID 18177470HCID 18177470, compoundHCID 21584099Diethylether hexane

Product 1

HCID 18177453HCID 18177453, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4.79 g (8.95 mmol) of dibromotriphenylphosphorane are added to a solution of 2.4 g (8.95 mmol) of the alcohol obtained in Step A in 80 ml of acetonitrile. After 15 minutes of stirring under argon, the solvent is evaporated in vacuo; the residue obtained is then taken up in an ether/hexane mixture (1/1). The solid formed is filtered off; the filtrate is then concentrated under reduced pressure to yield the brominated compound of the title in the form of a chestnut-brown syrup.

Workup

  1. customthe solvent is evaporated in vacuo
  2. customthe residue obtained
  3. customThe solid formed
  4. filtrationis filtered off
  5. concentrationthe filtrate is then concentrated under reduced pressure
  6. customto yield the brominated compound of the title in the form of a chestnut-brown syrup

Sources & evidence

ORD record
ord-8b34e9547f4d401db6b6850010ef749e
Source dataset
uspto-grants-2003_08
Patent number
US06602903B2

Reaction notes

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