Sodium Hydroxide → HCID 21938192, compound

HRID 2054691Notes

Reaction equation

HRID 2054691 reaction equation
[CH3:1][C:2]([CH3:31])([CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][C:13]2[N:17]=[C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:15]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:14]=2[CH:30]=1)[C:3]#[N:4].[OH-:32].[Na+]>S(=O)(=O)(O)O>[CH3:1][C:2]([CH3:31])([CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][C:13]2[N:17]=[C:16]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:15]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:14]=2[CH:30]=1)[C:3]([NH2:4])=[O:32]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21937933HCID 21937933, compound

Product 1

HCID 21938192HCID 21938192, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

500 mg of 2,2-dimethyl-6-[(1,2-diphenyl-1H-benzimidazol-6-yl)oxy]hexanonitrile was refluxed for 2 hours in 5 ml of 80% sulfuric acid. After cooling, it was carefully added to ice water, the pH was set at 8 with sodium hydroxide solution, it was extracted three times with ethyl acetate, the extracts were dried on sodium sulfate, and it was concentrated by evaporation in a vacuum. The residue was chromatographed on silica gel.

Workup

  1. temperatureAfter cooling
  2. extractionwas extracted three times with ethyl acetate
  3. customthe extracts were dried on sodium sulfate, and it
  4. concentrationwas concentrated by evaporation in a vacuum
  5. customThe residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-d65efda1badc485ca789c6722adb3f7c
Source dataset
uspto-grants-2008_02
Patent number
US07329679B2

Reaction notes

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