HCID 86632867, compound → HCID 68737443, compound

HRID 1628442Notes

Reaction equation

HRID 1628442 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][C:17]([O:19][CH2:20][CH3:21])=[O:18])([O-])=O>O1CCCC1.[Pd]>[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][C:17]([O:19][CH2:20][CH3:21])=[O:18]

Participants

4

Reactant 1

HCID 86632867HCID 86632867, compound

Product 1

HCID 68737443HCID 68737443, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 4-[(2,6-dinitrophenyl)amino]butanoate (44.0 g, 0.148 mol) in tetrahydrofuran (800 mL) was added 10% palladium on carbon (50% wet; 4.63 g), and the mixture was purged with hydrogen and stirred under balloon pressure hydrogen at room temperature for 20 hr. The catalyst was removed by filtration, and the filtrate was concentrated in vacuo to give the title compound as a brown oil (35.1 g, 0.148 mmol, 100%).

Workup

  1. customthe mixture was purged with hydrogen
  2. customThe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-cacf5b885259416590a4d1f48bdb6845
Source dataset
uspto-grants-2014_07
Patent number
US08785460B2

Reaction notes

Loading…