Acetic Acid → HCID 21558498, compound

HRID 1578700Notes

Reaction equation

HRID 1578700 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(=O)C.[NH2:19][C:20]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:21]=1[N:28]1[CH:32]=[CH:31][CH:30]=[CH:29]1>C(O)C>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]2([NH:19][C:20]3[C:21](=[CH:22][CH:23]=[C:24]([O:26][CH3:27])[CH:25]=3)[N:28]3[CH:29]=[CH:30][CH:31]=[C:32]23)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 192201-Benzyl-4-piperidoneHCID 27644155-Methoxy-2-(1H-pyrrol-1-yl)aniline

Product 1

HCID 21558498HCID 21558498, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

510 g (0.027 mole) of 1-benzyl-4-piperidone and 2 ml. of glacial acetic acid are added to a solution of 50 g (0.027 mole) of 1-(2-amino-4-methoxy-phenyl)pyrrole [Example 19(b)] in 80 ml. of absolute ethanol. The solution is refluxed for 43 hours and concentrated to an oil which is washed with water. The oil is recrystallized from isopropanol to give 1'-benzyl-7-methoxy-4,5-dihydrospiro[pyrrolo(1,2-a)quinoxaline-4,4'-piperidine], m.p. 123°-124° C.

Workup

  1. temperatureThe solution is refluxed for 43 hours
  2. concentrationconcentrated to an oil which
  3. washis washed with water
  4. customThe oil is recrystallized from isopropanol

Sources & evidence

ORD record
ord-a9bbc16a26d2403bba1bcfe28322e79c
Source dataset
uspto-grants-1976_02
Patent number
US03939159

Reaction notes

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