ethyl P-methyl-2-nitro-5-chlorophenylphosphinate → ethyl P-methyl-2-amino-5-chlorophenylphosphinate

HRID 463561Notes

Reaction equation

HRID 463561 reaction equation
[CH3:1][P:2]([C:7]1[CH:12]=[C:11]([Cl:13])[CH:10]=[CH:9][C:8]=1[N+:14]([O-])=O)(=[O:6])[O:3][CH2:4][CH3:5]>CO.[Pd]>[CH3:1][P:2]([C:7]1[CH:12]=[C:11]([Cl:13])[CH:10]=[CH:9][C:8]=1[NH2:14])(=[O:6])[O:3][CH2:4][CH3:5]

Participants

4

Reactant 1

HCID 53860251ethyl P-methyl-2-nitro-5-chlorophenylphosphinate

Product 1

HCID 53901381ethyl P-methyl-2-amino-5-chlorophenylphosphinate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Ethyl P-methyl-2-nitro-5-chlorophenylphosphinate (1.7 g, 7.5 mmol) dissolved in methanol (25 ml) is added to 200 mg of 5% palladium on carbon. The mixture is hydrogenated at 32 psi for 1 hour. The catalyst is then filtered off and the filtrate is evaporated to dryness to give ethyl P-methyl-2-amino-5-chlorophenylphosphinate.

Workup

  1. filtrationThe catalyst is then filtered off
  2. customthe filtrate is evaporated to dryness

Sources & evidence

ORD record
ord-0f90b9e8e3224c6c9f66c15bc4a19f4a
Source dataset
uspto-grants-1985_05
Patent number
US04520197

Reaction notes

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