HCID 13262834, compound → HCID 21088748, compound

HRID 350722Notes

Reaction equation

HRID 350722 reaction equation
[CH3:1][O:2][CH:3]([P:13](=[O:20])([O:17][CH2:18][CH3:19])[O:14][CH2:15][CH3:16])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][CH:5]=1>[C].[Pd].CO>[NH2:10][C:7]1[CH:8]=[CH:9][C:4]([CH:3]([P:13](=[O:20])([O:14][CH2:15][CH3:16])[O:17][CH2:18][CH3:19])[O:2][CH3:1])=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 13262834HCID 13262834, compound

Product 1

HCID 21088748HCID 21088748, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a mixed solution of diethyl α-methoxy-4-nitrobenzylphosphonate (3.7 g) and methanol (50 mL) was added 10% palladium-carbon (0.5 g) and the mixture was stirred overnight at room temperature under an atmospheric hydrogen pressure. Palladium-carbon was removed by filtration and the filtrate was concentrated to give diethyl 4-amino-α-methoxybenzylphosphonate as crystals. Recrystallization from ethyl acetate-isopropyl ether gave yellow prism crystals (2.0 g, yield 60%). melting point: 100–101° C.

Workup

  1. customPalladium-carbon was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-73b354cc049f477998a5b3b6463c543a
Source dataset
uspto-grants-2007_02
Patent number
US07183276B2

Reaction notes

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