Sodium Hydroxide → HCID 14985988, compound

HRID 1086851Notes

Reaction equation

HRID 1086851 reaction equation
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([CH2:8][C:9]([CH:17]3[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]3)(C(N)=O)[C:10]2=[O:13])=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH-].[Na+]>Cl>[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([CH2:8][CH:9]([CH:17]3[CH2:18][CH2:19][N:20]([CH3:23])[CH2:21][CH2:22]3)[C:10]2=[O:13])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14985987HCID 14985987, compound

Product 1

HCID 14985988HCID 14985988, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 4.42 g of 6-nitro-2-(1-methyl-4-piperidyl)-1-oxo-2-indanecarboxamide in 60 mL of 6N hydrochloric acid was stirred and refluxed for one hour. The solution was cooled in an ice bath and made basic by the addition of 20% aqueous sodium hydroxide. The mixture was extracted with three 100 mL portions of ether. The combined extracts were dried over magnesium sulfate, filtered, and the ether was removed under reduced pressure to give 3.72 g (97%) of 6-nitro-2-(1-methyl-4-piperdyl)-indan-1-one as a low melting crystalline solid.

Workup

  1. temperaturerefluxed for one hour
  2. temperatureThe solution was cooled in an ice bath
  3. extractionThe mixture was extracted with three 100 mL portions of ether
  4. dry with materialThe combined extracts were dried over magnesium sulfate
  5. filtrationfiltered
  6. customthe ether was removed under reduced pressure

Sources & evidence

ORD record
ord-c0692a9e288044a6a6a3cd5af8c96d97
Source dataset
uspto-grants-1991_07
Patent number
US05032598

Reaction notes

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