Acetic Acid → HCID 19754699, compound

HRID 1588778Notes

Reaction equation

HRID 1588778 reaction equation
[C:1]1(=[CH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N+:14]([O-])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(O)(=O)C>[Pd].C(O)C>[CH:1]1([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[NH2:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 19754698HCID 19754698, compound

Product 1

HCID 19754699HCID 19754699, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-(Cyclohexylidenemethyl)-2-nitrobenzene (3.45 g), prepared as above, glacial acetic acid (30 mL), ethanol (50 mL), and a catalytic amount of 10%Pd/C were shaken on a Parr Hydrogenator under a atmosphere of hydrogen at 23° C. for 24 h. The mixture was filtered through clay and concentrated in vacuo. The residue was chromatographed on silica gel eluting with 10% EtOAc/hexanes to give 2-(cyclohexylmethyl)aniline.

Workup

  1. filtrationThe mixture was filtered through clay
  2. concentrationconcentrated in vacuo
  3. customThe residue was chromatographed on silica gel eluting with 10% EtOAc/hexanes

Sources & evidence

ORD record
ord-c3172802712b4a0f986e663d81430144
Source dataset
uspto-grants-1993_06
Patent number
US05223526

Reaction notes

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