Triphenylphosphine → 3-(3-Methoxyphenyl)butyltriphenylphosphonium bromide

HRID 1111768Notes

Reaction equation

HRID 1111768 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-da47d8cf58aa4634a57dadbd204a528f
Source dataset
uspto-grants-1978_10
Patent number
US04118559

Reaction notes

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