Triphenylphosphine → [(4-Chlorophenoxy)methyl](triphenyl)phosphanium chloride

HRID 1975059Notes

Reaction equation

HRID 1975059 reaction equation
[Cl:1][CH2:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][CH:5]=1.[C:11]1([P:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1(C)C=CC=CC=1>[Cl-:1].[Cl:10][C:7]1[CH:8]=[CH:9][C:4]([O:3][CH2:2][P+:17]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 88801alpha,4-Dichloroanisole

Product 1

HCID 19100622[(4-Chlorophenoxy)methyl](triphenyl)phosphanium chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

Into a 100 ml round-bottom flask was added 5 g (28.8 mmol, 1.0 equiv) of α,4-dichloroanisole, 7.8 g (30 mmol, 1.05 equiv) triphenylphosphine, and 50 ml toluene (over sieves). The resulting solution was heated to 100° C. for 24 hours, cooled down to room temperature, and filtered to afford the product as a white solid.

Workup

  1. temperaturecooled down to room temperature
  2. filtrationfiltered

Sources & evidence

ORD record
ord-49e3b5fdff1b49afba9389156bdcff10
Source dataset
uspto-grants-1994_02
Patent number
US05284841

Reaction notes

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