Triphenylphosphine → 4-Triflylbenzyltriphenylphosphonium bromide

HRID 6204Notes

Reaction equation

HRID 6204 reaction equation
[S:1]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][Br:15])=[CH:10][CH:9]=1)([C:4]([F:7])([F:6])[F:5])(=[O:3])=[O:2].[C:16]1([P:22]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C(C)=CC=CC=1>[Br-:15].[S:1]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][P+:22]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:10][CH:9]=1)([C:4]([F:7])([F:6])[F:5])(=[O:3])=[O:2]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 153235981-(broMoMethyl)-4-((trifluoroMethyl)sulfonyl)benzene

Product 1

HCID 197950884-Triflylbenzyltriphenylphosphonium bromide

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 30.3 g (0.1 mole) of 4-triflyl-alpha-bromotoluene and 28.8 g (0.1 mole) of triphenylphosphine in xylene is heated at reflux for 19 hours. 4-Triflylbenzyltriphenylphosphonium bromide is then isolated by filtration, washed with additional portions of xylene, and dried.

Workup

  1. temperatureat reflux for 19 hours

Sources & evidence

ORD record
ord-c752070c8b524cd1886a9e0e3e0ee605
Source dataset
uspto-grants-1993_09
Patent number
US05247042

Reaction notes

Loading…