Triphenylphosphine → [4-(4-Fluorophenoxy]butyl]triphenylphosphonium bromide

HRID 384443Notes

Reaction equation

HRID 384443 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1.[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=CC=CC=1>[Br-:1].[F:13][C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5][CH2:4][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:8][CH:9]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 71722951-(4-Bromobutoxy)-4-fluorobenzene

Product 1

HCID 86646233[4-(4-Fluorophenoxy]butyl]triphenylphosphonium bromideYield 39%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 1-(4-bromobutoxy)-4-fluorobenzene (2.56 g) and triphenylphosphine (2.72 g) in toluene (10 mL) was heated under reflux for 24 hours. The reaction mixture was allowed to cool to room temperature, and the precipitated solid was collected by filtration and dried to obtain [4-(4-fluorophenoxy]butyl]triphenylphosphonium bromide (2.06 g).

Workup

  1. temperatureunder reflux for 24 hours
  2. filtrationthe precipitated solid was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-59efe31c65a04734b362801348bba2d4
Source dataset
uspto-grants-2013_02
Patent number
US08367702B2

Reaction notes

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