HCID 86632878, compound → HCID 68737602, compound

HRID 1628482Notes

Reaction equation

HRID 1628482 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-])=O)[C:5]=1[NH:13][CH2:14][CH2:15][CH2:16][OH:17])([O-])=O>[Pd].O1CCCC1>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[C:5]=1[NH:13][CH2:14][CH2:15][CH2:16][OH:17]

Participants

4

Reactant 1

HCID 86632878HCID 86632878, compound

Product 1

HCID 68737602HCID 68737602, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Under hydrogen gas atmosphere, a mixture of 3-[(2,6-dinitrophenyl)amino]propan-1-ol (Reference Example 114; 17.7 g, 73.3 mmol), 10% palladium on carbon (50% wet, 3.5 g) and tetrahydrofuran (360 mL) was stirred at room temperature for 6 hr. The reaction mixture was filtered and concentrated in vacuo to give the title compound as an oil (12.1 g, 66.7 mmol, 91%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-94795d8c76e54e91891a120899444113
Source dataset
uspto-grants-2014_07
Patent number
US08785460B2

Reaction notes

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