Hydrochloric Acid → Phosphine, bis(1,1-dimethylethyl)-

HRID 2287767Notes

Reaction equation

HRID 2287767 reaction equation
Cl[P:2]([C:7]([CH3:10])([CH3:9])[CH3:8])[C:3]([CH3:6])([CH3:5])[CH3:4].Cl.C1(C)C=CC=CC=1>CN(C)C=O.[Zn]>[C:3]([PH:2][C:7]([CH3:10])([CH3:9])[CH3:8])([CH3:6])([CH3:5])[CH3:4]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 139566Di-tert-butylchlorophosphine

Product 1

HCID 136643Phosphine, bis(1,1-dimethylethyl)-Yield 25%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 6228DimethylformamideSolvent

Procedure

0.849 g (4.70 mmol) of chloro-di-t-butylphosphine was added dropwise in a nitrogen gas atmosphere to a suspension of 461 mg (7.05 mg-atoms) of zinc (powder) in 10 cm3 of N,N-dimethylformamide and the mixture was stirred at room temperature for one hour. To the reaction mixture was added dropwise 10 cm3 (10 mmol) of 1 mol·dm-3 hydrochloric acid and then 10 cm3 of toluene. The mixture was stirred, the aqueous layer and the toluene layer were separated off, and the toluene layer was determined by gas chromatography, giving di-t-butylphosphine in 25% yield.

Workup

  1. stirringThe mixture was stirred
  2. customthe aqueous layer and the toluene layer were separated off

Sources & evidence

ORD record
ord-94fd5316d47f440a99ef8f7fc83fac1f
Source dataset
uspto-grants-2000_07
Patent number
US06084133

Reaction notes

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