Ethanol → Phosphonium, diethyldiphenyl-, iodide

HRID 40425

Reaction equation

HRID 40425 reaction equation
[C:1]1([PH:7][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.C(=O)([O-])[O-].[K+].[K+].[CH2:20]([I:22])[CH3:21].[CH2:23](O)[CH3:24]>>[I-:22].[C:8]1([P+:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([CH2:20][CH3:21])[CH2:23][CH3:24])[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 4

HCID 702EthanolHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 70017Diphenylphosphine

Product 1

HCID 357429Phosphonium, diethyldiphenyl-, iodide

Procedure

50 g of diphenylphosphine were mixed with 150 ml of ethanol under nitrogen atmosphere. 37.12 g of potassium carbonate were then added to the mixture and the mixture was stirred. Finally, 125.73 g of ethyl iodide were added dropwise. After 48 hours at 50° C., the ethanol was removed. The product was then dissolved in chloroform. The chloroform was evaporated and the solid washed with diethyl ether and dried under vacuum. 98.45 g of diphenyl-diethyl-phosphonium iodide were obtained (98.5% wt. yield)

Workup

  1. customthe ethanol was removed
  2. dissolutionThe product was then dissolved in chloroform
  3. customThe chloroform was evaporated
  4. washthe solid washed with diethyl ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-1baf71ee64224c1ab66f12d9ce71dd4e
Source dataset
uspto-grants-2013_09
Patent number
US08529868B2

Linked notes

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