Diethyl 2-nitrobenzylphosphonate → Diethyl [(2-aminophenyl)methyl]phosphonate

HRID 1642061Notes

Reaction equation

HRID 1642061 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-])=O)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]>C(O)C.[Pd]>[CH2:6]([O:5][P:4]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH2:16])(=[O:8])[O:3][CH2:1][CH3:2])[CH3:7]

Participants

4

Reactant 1

HCID 11277310Diethyl 2-nitrobenzylphosphonate

Product 1

HCID 13649220Diethyl [(2-aminophenyl)methyl]phosphonate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1.13 g of (2-nitro-benzyl)-phosphonic acid diethyl ester) in ethanol are hydrogenated with Pd—C as a catalyst for 5 hours at rt and ambient pressure. The catalyst is removed by filtration and from the filtrate obtained solvent is evaporated. (2-Amino-benzyl)-phosphonic acid diethyl ester is obtained.

Workup

  1. customThe catalyst is removed by filtration and from the filtrate
  2. customobtained solvent
  3. customis evaporated

Sources & evidence

ORD record
ord-73e903e834f1447281705517e2b27da9
Source dataset
uspto-grants-2012_02
Patent number
US08119617B2

Reaction notes

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