HCID 53943132, compound → HCID 18917577, compound

HRID 1291755Notes

Reaction equation

HRID 1291755 reaction equation
[CH:1]([C:11]1[CH:12]=[C:13]([N+:17]([O-])=O)[CH:14]=[CH:15][CH:16]=1)=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]>[Pd].C(O)(=O)C>[CH2:1]([C:11]1[CH:12]=[C:13]([CH:14]=[CH:15][CH:16]=1)[NH2:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 1

HCID 53943132HCID 53943132, compound

Product 1

HCID 18917577HCID 18917577, compoundYield 18.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 3-(1-decenyl)nitrobenzene (43.9 g), acetic acid (200 ml) and palladium black (2.0 g) was hydrogenated at room temperature and at atmospheric pressure for 12 hours. The catalyst was changed and the reaction was continued for 12 hours under the same conditions. The catalyst was filtered off and the residue was concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography (hexane/chloroform=10:1→1:2) to give 7.36 g of 3-decylaniline.

Workup

  1. waitthe reaction was continued for 12 hours under the same conditions
  2. filtrationThe catalyst was filtered off
  3. concentrationthe residue was concentrated under reduced pressure
  4. customThe residue obtained
  5. customwas purified by silica gel column chromatography (hexane/chloroform=10:1→1:2)

Sources & evidence

ORD record
ord-37a899f2f3b440019de135de968ff5de
Source dataset
uspto-grants-1998_05
Patent number
US05753649

Reaction notes

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