Triphenylphosphine → ((2,6-Dimethylpyridin-3-yl)methyl)(triphenyl)phosphonium chloride

HRID 591520Notes

Reaction equation

HRID 591520 reaction equation
[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:20][CH2:21][C:22]1[C:23]([CH3:29])=[N:24][C:25]([CH3:28])=[CH:26][CH:27]=1>CC#N>[Cl-:20].[CH3:29][C:23]1[C:22]([CH2:21][P+:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[CH:27][CH:26]=[C:25]([CH3:28])[N:24]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 628306083-(Chloromethyl)-2,6-dimethylpyridine

Product 1

HCID 118656271((2,6-Dimethylpyridin-3-yl)methyl)(triphenyl)phosphonium chlorideYield 78.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of triphenylphosphine (885 mg), 3-(chloromethyl)-2,6-dimethylpyridine (500 mg) and CH3CN (20 mL) was refluxed for 24 h. The mixture was concentrated in vacuo. The residual solid was washed with IPE to give the title compound (1060 mg).

Workup

  1. temperaturewas refluxed for 24 h
  2. concentrationThe mixture was concentrated in vacuo
  3. washThe residual solid was washed with IPE

Sources & evidence

ORD record
ord-33f37836e8e848dba1d4b8598cc458b3
Source dataset
uspto-grants-2016_01
Patent number
US09238639B2

Reaction notes

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