Triphenylphosphine → Triphenyl(4-phenylbutyl)phosphonium iodide

HRID 2095421Notes

Reaction equation

HRID 2095421 reaction equation
[I:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH:12]1[CH:17]=[CH:16][C:15]([P:18]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:14][CH:13]=1>CC#N>[I-:1].[C:25]1([P+:18]([C:15]2[CH:14]=[CH:13][CH:12]=[CH:17][CH:16]=2)([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:2][CH2:3][CH2:4][CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 12709818(4-Iodobutyl)benzene

Product 1

HCID 86642679Triphenyl(4-phenylbutyl)phosphonium iodideYield 62.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of (4-iodobutyl)benzene (1.04 g, 4.0 mmol) and Ph3P (1.05 g, 4.0 mmol) in CH3CN (20 mL) was stirred for 48 h and then washed with hexane. The solvent was removed to afford triphenyl(4-phenylbutyl)phosphonium iodide (1.30 g, 62%) as a white foam, which was used in the following step without purification.

Workup

  1. washwashed with hexane
  2. customThe solvent was removed

Sources & evidence

ORD record
ord-af5a14f92e494fdf9fcb37390f9ec907
Source dataset
uspto-grants-2013_05
Patent number
US08445684B2

Reaction notes

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