Ammonia → HCID 18472611, compound

HRID 565984Notes

Reaction equation

HRID 565984 reaction equation
[N+:1]([O-:4])(O)=[O:2].S(=O)(=O)(O)O.[CH2:10]([P:17](=[O:22])([CH2:20][CH3:21])[CH2:18][CH3:19])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.N>>[N+:1]([C:14]1[CH:15]=[CH:16][C:11]([CH2:10][P:17](=[O:22])([CH2:18][CH3:19])[CH2:20][CH3:21])=[CH:12][CH:13]=1)([O-:4])=[O:2]

Participants

5

Reactant 4

HCID 222AmmoniaHCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 3473490HCID 3473490, compound

Product 1

HCID 18472611HCID 18472611, compound

Conditions

Temperature
50 °C

Procedure

To a mixture of nitric acid (0.4 ml) and concentrated sulfuric acid (3 ml) was added benzyldiethylphosphine oxide (1.05 g) at 0° C., and the mixture was stirred at 50° C. for 1 hour. The reaction mixture was added to ice-water, and ammonia solution was added to the solution to neutralize the solution, which was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried with magnesium sulfate and concentrated. The residue was separated and purified with column chromatography (ethyl acetate/ethanol=3:2→1:1) to give 4-nitrobenzyldiethylphosphine oxide (518 mg) as pale yellow crystals.

Workup

  1. additionwas added to the solution
  2. extractionwas extracted with ethyl acetate
  3. washThe organic layer was washed with saturated sodium chloride solution
  4. dry with materialdried with magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue was separated
  7. custompurified with column chromatography (ethyl acetate/ethanol=3:2→1:1)

Sources & evidence

ORD record
ord-769fcf647c6549ee962baa331a2b27a7
Source dataset
uspto-grants-2001_01
Patent number
US06172061B2

Reaction notes

Loading…