Sodium Hydroxide → HCID 14129783, compound

HRID 1252059Notes

Reaction equation

HRID 1252059 reaction equation
C([N:4]1[CH2:9][CH2:8][CH:7]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([N+:19]([O-:21])=[O:20])[CH:17]=3)[NH:12][CH:11]=2)[CH2:6][CH2:5]1)(=O)C.[OH-].[Na+]>C(O)C>[NH:4]1[CH2:9][CH2:8][CH:7]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([N+:19]([O-:21])=[O:20])[CH:17]=3)[NH:12][CH:11]=2)[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 141297821-[4-(5-Nitro-1H-indol-3-yl)piperidin-1-yl]ethan-1-one

Product 1

HCID 14129783HCID 14129783, compoundYield 77.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-(1-acetyl-4-piperidyl)-5-nitroindole (4 g), 2N aqueous sodium hydroxide solution (100 ml) and ethanol (100 ml) was refluxed for 7 hours. The reaction mixture was cooled and the resulting precipitate was collected by filtration. This solid was recrystallized from ethanol-water to give 3-(4-piperidyl)-5-nitroindole (2.64 g).

Workup

  1. temperaturewas refluxed for 7 hours
  2. temperatureThe reaction mixture was cooled
  3. filtrationthe resulting precipitate was collected by filtration
  4. customThis solid was recrystallized from ethanol-water

Sources & evidence

ORD record
ord-7edfdf6defb947759fc102a9a205a17c
Source dataset
uspto-grants-1988_05
Patent number
US04742057

Reaction notes

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