Triphenylphosphine → 3-(3-Methoxyphenyl)butyltriphenylphosphonium bromide

HRID 225193Notes

Reaction equation

HRID 225193 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 product.

Workup

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

Sources & evidence

ORD record
ord-458a1165cba04a7b9b66915608aac52d
Source dataset
uspto-grants-1980_11
Patent number
US04235913

Reaction notes

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