Ammonium Chloride → HCID 54401849, compound

HRID 1378967Notes

Reaction equation

HRID 1378967 reaction equation
[CH2:1]([O:3][P:4]([CH:9]=[CH:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].[Cl-].[NH4+]>[Fe]>[CH2:6]([O:5][P:4]([CH:9]=[CH:10][C:11]1[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=1)(=[O:8])[O:3][CH2:1][CH3:2])[CH3:7]

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 53749636Diethyl [2-(4-nitrophenyl)ethenyl]phosphonate

Product 1

HCID 54401849HCID 54401849, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

A suspension containing 4-nitrostyrylphosphonic acid diethyl ester (3.0 g, 10.5 mmol), iron powder (5.58 g, 100 mmol) and ammonium chloride (5.58 g, 104 mmol) is heated to reflux for 45 minutes. The reaction medium is filtered through Celite. The filtrate is concentrated under vacuum and is bipartitioned in a water/dichloromethane mixture. The organic phase is washed with water, then dried (MgSO4) and evaporated under vacuum to give the expected product, which crystallizes gradually.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 45 minutes
  3. filtrationThe reaction medium is filtered through Celite
  4. concentrationThe filtrate is concentrated under vacuum
  5. washThe organic phase is washed with water
  6. dry with materialdried (MgSO4)
  7. customevaporated under vacuum

Sources & evidence

ORD record
ord-1d84d78604e14006bc7cc888c2d45c30
Source dataset
uspto-grants-1997_09
Patent number
US05670493

Reaction notes

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