Triphenylphosphine → Triphenyl{[4-(propan-2-yl)phenyl]methyl}phosphanium chloride

HRID 1979855Notes

Reaction equation

HRID 1979855 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.[CH:20]([C:23]1[CH:30]=[CH:29][C:26]([CH2:27][Cl:28])=[CH:25][CH:24]=1)([CH3:22])[CH3:21]>CO>[Cl-:28].[CH:20]([C:23]1[CH:30]=[CH:29][C:26]([CH2:27][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:25][CH:24]=1)([CH3:22])[CH3:21]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 749164-Isopropylbenzyl chloride

Product 1

HCID 23321400Triphenyl{[4-(propan-2-yl)phenyl]methyl}phosphanium chloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A 5 liter reactor was obtained, and to this reactor was charged 655 g of triphenylphosphine, 1050 ml of methyl alcohol, and 422.5 g of para-isopropylbenzyl chloride. The reactants were heated to reflux temperature, approximately 65°-67° C., and refluxed for about 5 hours. There was obtained 1856.9 g of a 50% solution of para-isopropylbenzyl triphenylphosphonium chloride in methyl alcohol.

Workup

  1. customA 5 liter reactor was obtained
  2. temperatureThe reactants were heated
  3. temperatureto reflux temperature, approximately 65°-67° C.
  4. temperaturerefluxed for about 5 hours

Sources & evidence

ORD record
ord-15ba9ef939034e4ca72179bdf946ea99
Source dataset
uspto-grants-1984_11
Patent number
US04482751

Reaction notes

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