HCID 69532999, compound → HCID 22593248, compound

HRID 1760904Notes

Reaction equation

HRID 1760904 reaction equation
[N+:1]([CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[C:8]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH:7]=1)([O-])=O.[H][H]>C(O)C.Cl.[Pd]>[NH2:1][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[C:8]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH:7]=1

Participants

6

Reactant 2

HCID 69532999HCID 69532999, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22593248HCID 22593248, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

1-Nitro-2-(3,4-dihexyloxyphenyl)ethene (30 g; 85.8 mmol) is dissolved in ethanol with the addition of hydrochloric acid and transferred to a hydrogenation autoclave charged with Pd/C. Cooling is then carried out, and hydrogen is introduced until no further reaction takes place. Filtration is then carried out over a silica gel column, followed by concentration to dryness by evaporation.

Workup

  1. temperatureCooling
  2. filtrationFiltration
  3. concentrationfollowed by concentration to dryness by evaporation

Sources & evidence

ORD record
ord-f07ef65541a041e5ba366861b4d1f577
Source dataset
uspto-grants-2005_01
Patent number
US06846492B2

Reaction notes

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