Triphenylphosphine → HCID 22417646, compound

HRID 1720360Notes

Reaction equation

HRID 1720360 reaction equation
[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH3:9])=[C:5]([CH3:10])[N:4]=1.[C:11]1([P:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(#N)C>[Br-:1].[CH3:9][C:6]1[CH:7]=[CH:8][C:3]([CH2:2][P+:17]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[N:4][C:5]=1[CH3:10]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 22417653HCID 22417653, compound

Product 1

HCID 22417646HCID 22417646, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The bromide from Step 5 (740 mg, 3.7 mmol) and triphenylphosphine (1.31 g, 5 mmol) were dissolved in acetonitrile (15 mL) and the mixture was refluxed for 6 hours. Evaporation of the solvent in vacuo left a solid that was swished in Et2O. Filtration and vacuum drying of the powder gave 1.46 g (86%) of the desired phosphonium salt.

Workup

  1. temperaturethe mixture was refluxed for 6 hours
  2. customEvaporation of the solvent in vacuo
  3. waitleft a solid
  4. filtrationFiltration and vacuum
  5. customdrying of the powder

Sources & evidence

ORD record
ord-e474b8d9690a492694844d558c8757ab
Source dataset
uspto-grants-1996_04
Patent number
US05506227

Reaction notes

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