HCID 12164460, compound → (2-Methoxyphenyl)(phenyl)phosphane

HRID 1952412Notes

Reaction equation

HRID 1952412 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[P:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)Cl>CCOCC>[CH3:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[PH:15][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 12164460HCID 12164460, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 16686110(2-Methoxyphenyl)(phenyl)phosphaneYield 82%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
20 °C

Procedure

To a well stirred suspension of lithiumaluminium hydride (266.0 mg, 7.0 mmol) in 50 mL of ether was added dropwise a solution of 2-methoxyphenyl-phenylchlorophosphine (3.20 g, 12.8 mmol) in 10 mL ether. Reaction was heated under reflux for 12 hrs and then allowed to cool to room temperature (ca. 20° C.). The excess of hydride was destroyed by the careful addition (dropwise) of 30 mL of water. Organic phase was separated and the aqueous phase was extracted with ether (2×60 mL). The organic layers were combined, dried over MgSO4 and concentrated to give 2.2 g (82%) of 2-methoxyphenyl-phenylphosphine.

Workup

  1. customReaction
  2. temperaturewas heated
  3. temperatureunder reflux for 12 hrs
  4. customThe excess of hydride was destroyed by the careful addition (dropwise) of 30 mL of water
  5. customOrganic phase was separated
  6. extractionthe aqueous phase was extracted with ether (2×60 mL)
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-154895ec8b7b4116bb798d1c206824a7
Source dataset
uspto-grants-2013_03
Patent number
US08404915B2

Reaction notes

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