Toluene → (4-Fluorobenzyl)triphenylphosphonium bromide

HRID 247242Notes

Reaction equation

HRID 247242 reaction equation
[F:1]C1C=C(C=CC=1)C[Br:6].[C:10]1([P:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[C:29]1([CH3:35])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[Br-:6].[F:1][C:32]1[CH:33]=[CH:34][C:29]([CH2:35][P+:16]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[CH:30][CH:31]=1

Participants

4

Reactant 3

HCID 1140Toluene2×HCID 11776TriphenylphosphineHCID 680073-Fluorobenzyl bromide

Product 1

HCID 10837295(4-Fluorobenzyl)triphenylphosphonium bromide

Procedure

A solution of 3-fluorobenzyl bromide (4.73 g) in dry toluene (5.0 cm3) was added to a stirred suspension of triphenylphosphine (4.87 g) in dry toluene (5.0 cm3) and after 30 minutes the resultant precipitate was collected by filtration and washed with toluene to yield 4-fluorobenzyltriphenylphosphonium bromide (7.1 g) as a white solid.

Workup

  1. filtrationwas collected by filtration
  2. washwashed with toluene

Sources & evidence

ORD record
ord-da279d77da8b4347845067a12038d31d
Source dataset
uspto-grants-1987_11
Patent number
US04705900

Reaction notes

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