Acetic Acid → HCID 21558508, compound

HRID 1578695Notes

Reaction equation

HRID 1578695 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]([CH3:22])[CH:19]=[CH:18][C:17]=1[N:23]1[CH:27]=[CH:26][CH:25]=[CH:24]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]([CH3:22])[CH:21]=3)[N:23]3[CH:24]=[CH:25][CH:26]=[C:27]23)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 122563N-Acetyl-4-piperidoneHCID 27767955-methyl-2-(1H-pyrrol-1-yl)aniline

Product 1

HCID 21558508HCID 21558508, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8.46 g (0.06 mole) of 1-acetyl-4-piperidone and 3 ml. of glacial acetic acid are added to a solution of 12.0 g (0.06 mole) of 1-(2-amino-4-methyl-phenyl)pyrrole [Example 16(b)] in 160 ml. of absolute ethanol. The solution is refluxed under nitrogen with stirring for 24 hours and cooled. A solid precipitates and is filtered. The solid is recrystallized from absolute ethanol to give white crystals, m.p. 212°-213° C. of 1'-acetyl-4,5-dihydro-7-methylspiro[pyrrolo(1,2-a)quinoxaline-4,4'-piperidine].

Workup

  1. temperatureThe solution is refluxed under nitrogen
  2. temperaturecooled
  3. customA solid precipitates
  4. filtrationis filtered
  5. customThe solid is recrystallized from absolute ethanol

Sources & evidence

ORD record
ord-f16499ff65ae477aac704899b3037c45
Source dataset
uspto-grants-1976_02
Patent number
US03939159

Reaction notes

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