1,3-Dibromopropane → (3-Bromopropyl)triphenylphosphonium bromide

HRID 962459Notes

Reaction equation

HRID 962459 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4]Br.[C:6]1([P:12]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C1(C)C=CC=CC=1.CCOCC>[Br-:1].[Br:1][CH2:2][CH2:3][CH2:4][P+:12]([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 2

HCID 80011,3-DibromopropaneHCID 11776Triphenylphosphine

Product 1

HCID 2723862(3-Bromopropyl)triphenylphosphonium bromide

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 3283Diethyl EtherSolvent

Conditions

Temperature
70 °C

Procedure

1,3-Dibromopropane (28.8 ml) was added to a solution of triphenylphosphine (15.0 g) in toluene (30 ml). The mixture was stirred at 70° C. under nitrogen for 16 hours, then cooled, diluted with ether (150 ml) and filtered to give 3-bromopropyltriphenylphosphonium bromide.

Workup

  1. temperaturecooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-07467c2c428c45bd8d312b757a955feb
Source dataset
uspto-grants-1998_06
Patent number
US05760035

Reaction notes

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