Triphenylphosphine → 3-(3-Methoxyphenyl)butyltriphenylphosphonium bromide

HRID 261357Notes

Reaction equation

HRID 261357 reaction equation
[Br:1][CH2:2][CH2:3][CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[CH:7]=1)[CH3:5].[C:14]1([P:20]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C1(C)C(C)=CC=CC=1>[Br-:1].[CH3:13][O:12][C:8]1[CH:7]=[C:6]([CH:4]([CH3:5])[CH2:3][CH2:2][P+:20]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 204969191-Bromo-3-(3-methoxyphenyl)butane

Product 1

HCID 204968783-(3-Methoxyphenyl)butyltriphenylphosphonium bromide

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

The 3-(3-methoxyphenyl)butyltriphenylphosphonium bromide is prepared by refluxing a mixture of 1-bromo-3-(3-methoxyphenyl)butane (19.09 g., 78.5 mmoles) and triphenyl phosphine (20.5 g., 78.5 mmoles) in xylene (60 ml.) for 18 hours. The reaction mixture is then cooled to room temperature and filtered. The filter cake is washed with ether and dried in a vacuum desicator to give the products.

Workup

  1. temperatureby refluxing
  2. filtrationfiltered
  3. washThe filter cake is washed with ether
  4. customdried in a vacuum desicator
  5. customto give the products

Sources & evidence

ORD record
ord-238af43c2d7f4907aef75990622073df
Source dataset
uspto-grants-1979_08
Patent number
US04165323

Reaction notes

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