Trimethylsilyl cyanide → HCID 14850772, compound

HRID 1164856Notes

Reaction equation

HRID 1164856 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N+:13]([O-])=[CH:12][CH:11]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].C[Si]([C:25]#[N:26])(C)C>C(N(CC)CC)C>[CH2:1]([O:3][P:4]([CH2:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=[C:12]([C:25]#[N:26])[CH:11]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 82115Trimethylsilyl cyanideHCID 14850771HCID 14850771, compound

Product 1

HCID 14850772HCID 14850772, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 5.9 g of 4-(diethylphosphonomethyl)-quinoline-N-oxide, 15 ml of trimethylsilyl cyanide and 7 ml of triethylamine is heated at 80° for 1 hour and evaporated to dryness. The residue is purified by chromatography on silica gel using methanol/methylene chloride (5:95) as eluent to yield 4-(diethylphosphonomethyl)-2-cyanoquinoline as an oil.

Workup

  1. temperatureis heated at 80° for 1 hour
  2. customevaporated to dryness
  3. customThe residue is purified by chromatography on silica gel

Sources & evidence

ORD record
ord-3c9f42c288014b6ea902fbbf1eece6d7
Source dataset
uspto-grants-1990_03
Patent number
US04906621

Reaction notes

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