Ethanol → HCID 16778697, compound

HRID 1042673Notes

Reaction equation

HRID 1042673 reaction equation
[CH3:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[CH:4][C:3]=1[NH:11][C:12](=[O:20])[CH2:13][N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1.CCO>CO.[Pd]>[NH2:8][C:7]1[C:2]([CH3:1])=[C:3]([NH:11][C:12](=[O:20])[CH2:13][N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 29801728HCID 29801728, compound

Product 1

HCID 16778697HCID 16778697, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-(2-Methyl-3-nitrophenyl)-2-morpholinoacetamide (0.25 g, 0.9 mmol) was dissolved in 20 ml of MeOH, and to this was added a slurry of 10% Pd/C (0.025 g) in a minimal amount of EtOH. The reaction vessel was evacuated and purged with H2, and the reaction was stirred at room temperature for 16 hours. The mixture was purged with N2 for 30 minutes and then filtered through a pad of celite. Solvent evaporation afforded N-(3-amino-2-methylphenyl)-2-morpholinoacetamide as a gray solid. MS m/z=250.1 [M+H]+; Calc'd for C13H19N3O2: 249.

Workup

  1. customThe reaction vessel was evacuated
  2. custompurged with H2
  3. customThe mixture was purged with N2 for 30 minutes
  4. filtrationfiltered through a pad of celite
  5. customSolvent evaporation

Sources & evidence

ORD record
ord-b706f6e62b2f4820b1e014290e4dd7f9
Source dataset
uspto-grants-2013_10
Patent number
US08557996B2

Reaction notes

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