1-Bromohexane → Phosphonium, hexyltriphenyl-, bromide (1:1)

HRID 2055073Notes

Reaction equation

HRID 2055073 reaction equation
[CH2:1]([Br:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[C:8]1([P:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C1(C)C=CC=CC=1>[Br-:7].[CH2:1]([P+:14]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 81011-BromohexaneHCID 11776Triphenylphosphine

Product 1

HCID 2724569Phosphonium, hexyltriphenyl-, bromide (1:1)

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

82.5 g n-hexyl bromide and 131.2 g triphenylphosphine were boiled under reflux for 35 h in 500 ml toluene. The solvent was distilled off, the residue was taken up in dichloromethane and 1 l diethyl ether was added. Crystallisation at −15° C. gave n-hexyltriphenylphosphonium bromide (3).

Workup

  1. distillationThe solvent was distilled off
  2. addition1 l diethyl ether was added
  3. customCrystallisation at −15° C.

Sources & evidence

ORD record
ord-2a1ec67b10154e789b48907a091bb67e
Source dataset
uspto-grants-2008_02
Patent number
US07332468B2

Reaction notes

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