Sodium Hydroxide → 3,5-Dinitrostyrene

HRID 1280142Notes

Reaction equation

HRID 1280142 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:13](O)[CH3:14])[CH:7]=[C:8]([N+:10]([O-:12])=[O:11])[CH:9]=1)([O-:3])=[O:2].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[OH-].[Na+]>O>[N+:1]([C:4]1[CH:5]=[C:6]([CH:7]=[C:8]([N+:10]([O-:12])=[O:11])[CH:9]=1)[CH:13]=[CH2:14])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 14812Phosphorus oxide (P4O10)HCID 18429207HCID 18429207, compound

Product 1

HCID 121925533,5-Dinitrostyrene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

3,5-Dinitrophenylethanol (1.0 g, 4.7 mmol) was mixed with P2O5 (1.0 g, 0.71 mmol) and the stirred mixture was heated to 100° C. After 3 h, the mixture was allowed to cool to room temperature and water (0.4 ml) was added. The pH was adjusted to 9 using 1 M aqueous NaOH and extracted with diethyl ether (2×25 ml). The combined organic phases were dried (Na2SO4) and evaporated. The crude product was used without further purification in the next step.

Workup

  1. temperatureto cool to room temperature
  2. extractionextracted with diethyl ether (2×25 ml)
  3. dry with materialThe combined organic phases were dried (Na2SO4)
  4. customevaporated
  5. customThe crude product was used without further purification in the next step

Sources & evidence

ORD record
ord-92cb69e993f246b9b4c9c4f161653cb3
Source dataset
uspto-grants-2002_09
Patent number
US06448442B1

Reaction notes

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