Triphenylphosphine → Phosphonium, (10-carboxydecyl)triphenyl-, bromide

HRID 2057649Notes

Reaction equation

HRID 2057649 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13].[C:15]1([P:21]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(#N)C>[Br-:1].[C:12]([CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][P+:21]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 1781211-Bromoundecanoic acid

Product 1

HCID 11432504Phosphonium, (10-carboxydecyl)triphenyl-, bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 81.4 g. 11-bromoundecanoic acid and 85.0 g. triphenylphosphine in 600 ml. acetonitrile is refluxed for 64 hours, then concentrated in vacuo. The resultant oil is dissolved in 200 ml. ether, whereupon crystals of the title compound form.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe resultant oil is dissolved in 200 ml

Sources & evidence

ORD record
ord-b53a4b0811bc4b86bd389f4244dd71ec
Source dataset
uspto-grants-1980_07
Patent number
US04211783

Reaction notes

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