Triphenylphosphine → Triphenyl(10-phenyldecyl)phosphonium bromide

HRID 1525799Notes

Reaction equation

HRID 1525799 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]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[C:18]1([P:24]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C1(C)C=CC=CC=1>[Br-:1].[C:31]1([P+:24]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Participants

4

Reactant 2

HCID 11776Triphenylphosphine2×HCID 27356021-Bromo-10-phenyldecane

Product 1

HCID 86126936Triphenyl(10-phenyldecyl)phosphonium bromideYield 54.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

Compound 11 (7.0 g) was dissolved in toluene (80 mL) and triphenylphosphine (6.8 g) was added thereto, followed by stirring at 100° C. for 12 hours. Triphenylphosphine (1.3 g) was further added, followed by stirring at 100° C. for 24 hours. After cooling the reaction solution to room temperature, the resulting precipitate was washed with toluene three times and the residue was dried under reduced pressure to obtain the title compound (7.2 g) having the following physical property values.

Workup

  1. stirringby stirring at 100° C. for 24 hours
  2. temperatureAfter cooling the reaction solution to room temperature
  3. washthe resulting precipitate was washed with toluene three times
  4. customthe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-defc6a76b3924d26a254dcb11cfc59f3
Source dataset
uspto-grants-2015_07
Patent number
US09085523B2

Reaction notes

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