Ethanol → HCID 10854452, compound

HRID 617888Notes

Reaction equation

HRID 617888 reaction equation
[CH2:1]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][N+:18]([O-:20])=[O:19])=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[OH-:21].[Na+].[CH2:23]=O.[CH2:25]([OH:27])C>>[CH2:1]([C:11]1[CH:12]=[CH:13][C:14]([C:17]([N+:18]([O-:20])=[O:19])([CH2:25][OH:27])[CH2:23][OH:21])=[CH:15][CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 4

HCID 702EthanolHCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 21849348HCID 21849348, compound

Product 1

HCID 10854452HCID 10854452, compound

Conditions

Temperature
50 °C

Procedure

4-Decylphenylnitromethane (555 mg) was dissolved in ethanol (5 ml) and thereto were added a 1N aqueous sodium hydroxide solution (0.02 ml) and 37% formalin (0.45 ml). The mixture was heated at 50° C. for 6 hours. The solvent was distilled away and the residue was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled away and the residue was crystallized from hexane to give 1.75 g of the colorless, scale-like subject compound.

Workup

  1. distillationThe solvent was distilled away
  2. extractionthe residue was extracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled away
  6. customthe residue was crystallized from hexane
  7. customto give 1.75 g of the colorless, scale-like subject compound

Sources & evidence

ORD record
ord-68c1175400b641009acb0f0cc2cc59d3
Source dataset
uspto-grants-1999_09
Patent number
US05952316

Reaction notes

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