Acetic Acid → HCID 21558497, compound

HRID 1578698Notes

Reaction equation

HRID 1578698 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5](=O)[CH2:4][CH2:3]1.C(O)(=O)C.[NH2:13][C:14]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:15]=1[N:22]1[CH:26]=[CH:25][CH:24]=[CH:23]1>C(O)C>[CH3:21][O:20][C:18]1[CH:19]=[C:14]2[C:15](=[CH:16][CH:17]=1)[N:22]1[CH:26]=[CH:25][CH:24]=[C:23]1[C:5]1([CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]1)[NH:13]2

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 740491-Methyl-4-piperidoneHCID 27644155-Methoxy-2-(1H-pyrrol-1-yl)aniline

Product 1

HCID 21558497HCID 21558497, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.48 g (0.03 mole) of 1-methyl-4-piperidone and 3 ml. of glacial acetic acid are added to a solution of 5.65 g (0.03 mole) of 1-(2-amino-4-methoxy-phenyl) pyrrole in 100 ml. of absolute ethanol. The solution is refluxed for 15 hours and concentrated, and the residue is dissolved in water. The solution is filtered and basified. A solid precipitates and is filtered, dried and recrystallized from ethanol to give 4,5-dihydro-7-methoxy-1'-methylspiro[pyrrolo(1,2-a)quinoxaline-4,4'-piperidine], m.p. 124°-125° C.

Workup

  1. temperatureThe solution is refluxed for 15 hours
  2. concentrationconcentrated
  3. dissolutionthe residue is dissolved in water
  4. filtrationThe solution is filtered
  5. customA solid precipitates
  6. filtrationis filtered
  7. customdried
  8. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-f935258a471546a19c8a467c0e6e88d1
Source dataset
uspto-grants-1976_02
Patent number
US03939159

Reaction notes

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