Triphenylphosphine → Phosphonium, (9-bromononyl)triphenyl-, bromide

HRID 1740270Notes

Reaction equation

HRID 1740270 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][Br:11].[C:12]1([P:18]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1(C)C=CC=CC=1>[Br-:1].[Br:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][P+:18]([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 206771,9-Dibromononane

Product 1

HCID 10626439Phosphonium, (9-bromononyl)triphenyl-, bromide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

103 g (0.36 mol) 1,9-dibromononane is stirred at 120° C. and a solution of 11.8 g (0.045 mol) triphenylphosphine in 120 ml toluene is added within 8 hours. After a further 10 hours at 120° C. it is allowed to cool, the supernatant is decanted and the viscous residue is stirred twice with isohexane at 60° C. After drying on a rotary evaporator in a stream of nitrogen 22.4 g (91%) 65 was obtained as a nearly colourless resin.

Workup

  1. temperatureto cool
  2. customthe supernatant is decanted
  3. customAfter drying on a rotary evaporator in a stream of nitrogen 22.4 g (91%) 65
  4. customwas obtained as a nearly colourless resin

Sources & evidence

ORD record
ord-ba88dd3c0d5a47e88942f78acb591a43
Source dataset
uspto-grants-1999_10
Patent number
US05968982

Reaction notes

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