Acetic Acid → HCID 53633966, compound

HRID 1578699Notes

Reaction equation

HRID 1578699 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][C:7](=O)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].C(O)(=O)C.[NH2:15][C:16]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:17]=1[N:24]1[CH:28]=[CH:27][CH:26]=[CH:25]1>C(O)C>[C:1]([N:4]1[CH2:9][CH2:8][C:7]2([NH:15][C:16]3[C:17](=[CH:18][CH:19]=[C:20]([O:22][CH3:23])[CH:21]=3)[N:24]3[CH:25]=[CH:26][CH:27]=[C:28]23)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 122563N-Acetyl-4-piperidoneHCID 27644155-Methoxy-2-(1H-pyrrol-1-yl)aniline

Product 1

HCID 53633966HCID 53633966, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7.06 g (0.05 mole) of 1-acetyl-4-piperidone and 5 ml. of glacial acetic acid are added to a solution of 9.41 g (0.05 mole) of 1-(2-amino-4-methoxy-phenyl)pyrrole [Example 19(b)] in 150 ml. of absolute ethanol. The solution is refluxed for 12 hours. The volume of the solvent is reduced to about one fifth and the solution is cooled. A solid precipitates and is filtered, dried, and recrystallized from ethanol to give 1'-acetyl-4,5-dihydro-7-methoxyspiro[pyrrolo(1,2-a) quinoxaline-4,4'-piperidine], m.p. 211°-213° C.

Workup

  1. temperatureThe solution is refluxed for 12 hours
  2. temperaturethe solution is cooled
  3. customA solid precipitates
  4. filtrationis filtered
  5. customdried
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-7ca6e47437aa4fc69fc646bf7658ba4a
Source dataset
uspto-grants-1976_02
Patent number
US03939159

Reaction notes

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