Triphenylphosphine → HCID 21274172, compound

HRID 1383237Notes

Reaction equation

HRID 1383237 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([CH2:14][CH2:15][CH2:16][Br:17])[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:18]1([P:24]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(#N)C>[Br-:17].[O:1]([C:8]1[CH:9]=[C:10]([CH2:14][CH2:15][CH2:16][P+:24]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 137698271-(3-Bromopropyl)-3-phenoxybenzene

Product 1

HCID 21274172HCID 21274172, compoundYield 75.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Under nitrogen a mixture of 2.9 grams (0.01 mole) of 3-(3-phenoxyphenyl)propyl bromide and 2.9 grams (0.01 mole) of triphenylphosphine in 25 mL of acetonitrile was heated at reflux overnight. The solvent was evaporated under reduced pressure. Toluene was added to the residue, and this mixture was heated at reflux for 90 minutes during which a solid formed. Filtration yielded 4.2 grams of 3-(3-phenoxyphenyl)propyltriphenylphosphonium bromide, m.p. 198°-200° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. customThe solvent was evaporated under reduced pressure
  4. additionToluene was added to the residue
  5. temperaturethis mixture was heated
  6. temperatureat reflux for 90 minutes during which a solid
  7. customformed
  8. filtrationFiltration

Sources & evidence

ORD record
ord-254420196a3449c482dbc9a9616c38ca
Source dataset
uspto-grants-1989_02
Patent number
US04808762

Reaction notes

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