HCID 18519339, compound → HCID 18519348, compound

HRID 2299247Notes

Reaction equation

HRID 2299247 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH:5]=[C:4]([CH3:17])[C:3]=1[N+:18]([O-])=O>CO.[Pd]>[CH3:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH:5]=[C:4]([CH3:17])[C:3]=1[NH2:18]

Participants

4

Reactant 1

HCID 18519339HCID 18519339, compound

Product 1

HCID 18519348HCID 18519348, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Under a nitrogen atmosphere in a Parr bottle, 2,6-dimethyl-4-(octyloxy)-nitrobenzene (7.89 mmoles) was dissolved in methanol (100 mL). To this was added 0.5 grams of 10% Pd/C, and shaken under a hydrogen atmosphere (30 PSI) for 18 hours. The catalyst was filtered off over Millipore filter paper, and rinsed with methanol. The filtrate was concentrated to yield 2,6-dimethyl-4-(octyloxy)-aniline as a thick oil (1.8 grams; 91%). The product was characterized by NMR (DMSO).

Workup

  1. filtrationThe catalyst was filtered off over Millipore
  2. filtrationfilter paper
  3. washrinsed with methanol
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-db967502952748d0abbc2d6755bf941e
Source dataset
uspto-grants-2002_12
Patent number
US06495681B1

Reaction notes

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