HCID 7062386, compound → HCID 6930630, compound

HRID 1441352Notes

Reaction equation

HRID 1441352 reaction equation
[CH3:1][C@H:2]1[CH2:7][N:6]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=2)[CH2:5][C@@H:4]([CH3:17])[O:3]1.[H][H]>CCO.[Pd]>[CH3:1][C@H:2]1[CH2:7][N:6]([C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[CH2:5][C@@H:4]([CH3:17])[O:3]1

Participants

5

Reactant 2

HCID 7062386HCID 7062386, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 6930630HCID 6930630, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-(Cis-2,6-dimethylmorpholino)-4-nitrobenzene (Method 18, 8 g) in EtOH (100 ml) was reduced with hydrogen over 10% palladium/carbon (800 mg) at 50° C. After filtering off the catalyst and washing with EtOH, evaporation of the filtrate gave the title compound as a red/brown oil, which started to solidify after several days (quantitative yield). NMR (CDCl3) 1.23 (d, 6H), 2.33 (t, 2H), 3.25 (d, 2H), 3.81 (m, 2 h), 6.65 (d, 2H), 6.79 (d, 2H); m/z 207.

Workup

  1. filtrationAfter filtering off the catalyst
  2. washwashing with EtOH, evaporation of the filtrate

Sources & evidence

ORD record
ord-9ba3cbe889d542be84ea9bf7ede4d81b
Source dataset
uspto-grants-2010_02
Patent number
US07655652B2

Reaction notes

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