HCID 86737442, compound → Triphenylphosphine

HRID 1389751Notes

Reaction equation

HRID 1389751 reaction equation
[Cl-].[Cl-].[C:3]1([P:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(Cl)(Cl)Cl.[H][H]>COCCOC.[C].[Rh]>[C:16]1([P:9]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 2

HCID 86737442HCID 86737442, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 11776TriphenylphosphineYield 81.1%

Reagents, catalysts & solvents 2

HCID 178503043HCID 178503043, compoundCatalystHCID 80711,2-DimethoxyethaneSolvent

Procedure

A suspension of 18.1 g of triphenylphosphine dichloride-chloroform adduct and 0.9 g of 5 percent rhodium-carbon in 100 ml of 1,2-dimethoxyethane was hydrogenated at 50° and 30 bar of hydrogen for 12 hours. After filtration of the catalyst and distillation of the solvent, 8.51 g (81%) of triphenylphosphine were obtained by chromatography on silica gel.

Workup

  1. customwas hydrogenated at 50°
  2. filtrationAfter filtration of the catalyst and distillation of the solvent

Sources & evidence

ORD record
ord-916562817b8b4210ad38d39a30469bf8
Source dataset
uspto-grants-1981_01
Patent number
US04246204

Reaction notes

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