HCID 68761225, compound → HCID 22361227, compound

HRID 970231Notes

Reaction equation

HRID 970231 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)([O-])=O.[H][H]>[Pd].C(O)C>[N:12]1([CH2:11][CH2:10][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH2:1])[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Participants

5

Reactant 2

HCID 68761225HCID 68761225, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22361227HCID 22361227, compoundYield 77.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-[(2-Nitrophenyl)ethyl]morpholine (11.4 g, 40 mmol) and palladium on carbon (10%, 500 mg) in ethanol (200 ml) were hydrogenated under 1 Atm. of hydrogen at room temperature for 3 h. The reaction was filtered through hyflo and the filtrate reduced to dryness under vacuum. The residue was recrystallized from toluene/hexane to give 2-(2-morpholin-4-ylethyl)aniline (6.375 g). Microanalysis: calculated C 69.87, H 8.80, N 13.58; found C 69.80; H, 8.95; N, 13.60.

Workup

  1. filtrationThe reaction was filtered through hyflo
  2. customThe residue was recrystallized from toluene/hexane

Sources & evidence

ORD record
ord-c79981a81f40423aa93872f54ca45c41
Source dataset
uspto-grants-2007_12
Patent number
US07309800B2

Reaction notes

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