Triphenylphosphine → (3-Methoxybenzyl)triphenylphosphonium Chloride

HRID 1374845Notes

Reaction equation

HRID 1374845 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6][Cl:7].[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>CN(C)C=O>[Cl-:7].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6][P+:17]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 699943-Methoxybenzyl chloride

Product 1

HCID 11407464(3-Methoxybenzyl)triphenylphosphonium ChlorideYield 61%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
150 °C

Procedure

3-Methoxybenzyl chloride (1.05 g, 6.69 mmol), triphenylphosphine (1.75 g, 6.67 mmol) was dissolved in dimethylformamide (10 ml) and heated at 150° C. for 40 minutes. The reaction mixture was cooled to room temperature, and the solid precipitated was collected by filtration and washed and ethyl ether, and then dried under reduced pressure to obtain the title compound as colorless solid 1.70 g (yield: 61%).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customthe solid precipitated
  3. filtrationwas collected by filtration
  4. washwashed
  5. dry with materialethyl ether, and then dried under reduced pressure

Sources & evidence

ORD record
ord-dd329a8845a841a2858c3b6ba450995c
Source dataset
uspto-grants-2007_01
Patent number
US07166617B2

Reaction notes

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