Hydrazine hydrate (1:1) → HCID 54272419, compound

HRID 569609Notes

Reaction equation

HRID 569609 reaction equation
[N+:1]([C:4]1[CH:27]=[CH:26][C:7]([O:8][CH:9]([P:18](=[O:25])([O:22][CH2:23][CH3:24])[O:19][CH2:20][CH3:21])[P:10](=[O:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])=[CH:6][CH:5]=1)([O-])=O.O.NN>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH:9]([P:18](=[O:25])([O:22][CH2:23][CH3:24])[O:19][CH2:20][CH3:21])[P:10](=[O:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])=[CH:26][CH:27]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 21736654HCID 21736654, compound

Product 1

HCID 54272419HCID 54272419, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of tetraethyl (4-nitrophenoxymethylene)-bisphosphonate (11 g) in methanol (120 ml) in a nitrogen atmosphere was cooled in ice and treated with hydrazine hydrate (5.3 ml) and 10% palladium on carbon (2.4 g). Stirring was continued for 3 hours at room temperature, and the catalyst was removed by filtration. The filtrate was evaporated in vacuo, and the crude product was purified by column chromatography on silica gel to give a colourless oil.

Workup

  1. customthe catalyst was removed by filtration
  2. customThe filtrate was evaporated in vacuo
  3. customthe crude product was purified by column chromatography on silica gel
  4. customto give a colourless oil

Sources & evidence

ORD record
ord-6dca4b097f4a453dba7114a49d73cb38
Source dataset
uspto-grants-1988_03
Patent number
US04732998

Reaction notes

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