4-Nitrophenol → Bis(4-nitrophenyl) methylphosphonate

HRID 1726067Notes

Reaction equation

HRID 1726067 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].[H-].[Na+].[CH3:13][P:14](Cl)(Cl)=[O:15]>C1COCC1>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][P:14]([CH3:13])(=[O:15])[O:10][C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 9804-NitrophenolHCID 12671Methyl phosphonic dichlorideHCID 24758Sodium hydride

Product 1

HCID 98876Bis(4-nitrophenyl) methylphosphonateYield 88%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methylphosphonic acid bis-(4-nitrophenyl) ester is prepared according to procedure E using 1 g of 4-nitrophenol, 12 ml of THF, 345 mg of sodium hydride at 50% in oil and 478 mg of methylphosphonic dichloride. 1.07 g of crude methylphosphonic acid bis-(4-nitrophenyl) ester are obtained.

Workup

  1. customMethylphosphonic acid bis-(4-nitrophenyl) ester is prepared

Sources & evidence

ORD record
ord-58e56c96ab5643d2920ca22bb94509fc
Source dataset
uspto-grants-2009_02
Patent number
US07491710B2

Reaction notes

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