Hydrochloric Acid → Dicyclohexylphosphine

HRID 2287766Notes

Reaction equation

HRID 2287766 reaction equation
Cl[P:2]([CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)[CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.Cl.C1(C)C=CC=CC=1>CN(C)C=O.[Zn]>[CH:9]1([PH:2][CH:3]2[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]2)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 2734135Chlorodicyclohexylphosphine

Product 1

HCID 13239DicyclohexylphosphineYield 67%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 6228DimethylformamideSolvent

Procedure

1.09 g (4.68 mmol) of chlorodicyclohexylphosphine 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 dicyclohexylphosphine in 67% yield.

Workup

  1. additionTo the reaction mixture was added dropwise 10 cm3 (10 mmol) of 1 mol·dm
  2. stirringThe mixture was stirred
  3. customthe aqueous layer and the toluene layer were separated off

Sources & evidence

ORD record
ord-b4451a84bbc04004b68c0d614f4c4394
Source dataset
uspto-grants-2000_07
Patent number
US06084133

Reaction notes

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