Triphenylphosphine → 4-Fluorophenethyltriphenylphosphonium bromide

HRID 898280Notes

Reaction equation

HRID 898280 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][Br:10])=[CH:4][CH:3]=1.[C:11]1([P:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1(C)C=CC=CC=1>[Br-:10].[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][P+:17]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 5731534-Fluorophenethyl bromide

Product 1

HCID 223867454-Fluorophenethyltriphenylphosphonium bromide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
200 °C

Procedure

4-Fluorophenylethyl bromide (700 mg, 3.44 mmol) was dissolved in toluene (4 mL), triphenylphosphine (904 mg, 3.44 mmol) added and the solution heated for 10 min in a sealed flask at 200° C. under microwave heating. After cooling to rt, the solvent was decanted and the title compound was obtained quantitatively as the remaining glassy solid, which was used without further purification.

Workup

  1. temperatureheating
  2. temperatureAfter cooling to rt
  3. customthe solvent was decanted

Sources & evidence

ORD record
ord-9c68d1dd6ade4f3aa4df5df7b2524cea
Source dataset
uspto-grants-2008_04
Patent number
US07351707B2

Reaction notes

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