Water → Diphenylphosphine

HRID 2287772Notes

Reaction equation

HRID 2287772 reaction equation
Cl[P:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.O>O1CCCC1.[Zn]>[C:9]1([PH:2][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 962WaterHCID 66180Chlorodiphenylphosphine

Product 1

HCID 70017DiphenylphosphineYield 60%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

1.04 g (4.71 mmol) of chlorodiphenylphosphine was added dropwise under a nitrogen gas atmosphere to a suspension of 461 mg (7.05 mmol) of zinc (powder) in 10 cm3 of tetrahydrofuran and the mixture was stirred at 50° C. for one hour. To the reaction mixture was added dropwise 170 mg (9.43 mmol) of water. The mixture was stirred, and the organic layer was filtered. The filtrate was concentrated under reduced pressure to give 526 mg (2.82 mmol) of diphenylphosphine in 60% yield.

Workup

  1. stirringThe mixture was stirred
  2. filtrationthe organic layer was filtered
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8dde6696a80e443da93d720cef223853
Source dataset
uspto-grants-2000_07
Patent number
US06084133

Reaction notes

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