Morpholine → 4-Morpholineacetamide, N-(2-(7-methoxy-1-naphthalenyl)ethyl)-

HRID 1109041Notes

Reaction equation

HRID 1109041 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:14][O:15][C:16]1[CH:25]=[C:24]2[C:19]([CH:20]=[CH:21][CH:22]=[C:23]2[CH2:26][CH2:27][NH:28][C:29](=[O:32])[CH2:30]Br)=[CH:18][CH:17]=1>CC(C)=O>[CH3:14][O:15][C:16]1[CH:25]=[C:24]2[C:19]([CH:20]=[CH:21][CH:22]=[C:23]2[CH2:26][CH2:27][NH:28][C:29](=[O:32])[CH2:30][N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 8471TriethylamineHCID 3071636Acetamide, 2-bromo-N-(2-(7-methoxy-1-naphthalenyl)ethyl)-

Product 1

HCID 30716374-Morpholineacetamide, N-(2-(7-methoxy-1-naphthalenyl)ethyl)-

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

0.01 mol of morpholine is dissolved under magnetic agitation in 50 ml of acetone, and 0.012 mol of triethylamine and 0.01 mol of N-[2-(7-methoxynaphth-1-yl) ethyl]-2-bromoacetamide are added. The mixture is refluxed for 1 hour under magnetic agitation. The precipitate formed is spun down and the filtrate is evaporated. The residue is taken up in alkaline water, and the precipitate - is spun down, washed, dried and recrystallized in a toluene/cyclohexane mixture.

Workup

  1. temperatureThe mixture is refluxed for 1 hour under magnetic agitation
  2. customThe precipitate formed
  3. customthe filtrate is evaporated
  4. washwashed
  5. customdried
  6. customrecrystallized in a toluene/cyclohexane mixture

Sources & evidence

ORD record
ord-49b3e14cf0f24de7afcd6f1ece84a402
Source dataset
uspto-grants-1994_06
Patent number
US05318994

Reaction notes

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