Hydrogen Peroxide → HCID 9840080, compound

HRID 2298963Notes

Reaction equation

HRID 2298963 reaction equation
[CH2:1]([CH:8]1[CH2:13][CH2:12][C:11](=[CH:14][C:15]2[NH:19][C:18]3[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=3[N:16]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH2:24].[OH-].[Na+].OO>C1COCC1.C(Cl)(Cl)Cl>[NH:19]1[C:18]2[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=2[N:16]=[C:15]1[CH:14]([CH:11]1[CH2:10][CH2:9][CH:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:13][CH2:12]1)[OH:24]

Participants

7

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 14798Sodium HydroxideHCID 9861216HCID 9861216, compound

Product 1

HCID 9840080HCID 9840080, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8028TetrahydrofuranSolvent

Procedure

Example 3 was prepared by the following procedure. To a stirred solution of 20 mg of 2-(4-benzyl-cyclohexylidenemethyl)-1H-benzimidazole in 10 mL of THF cooled in an ice bath was added 1 mL of 1M borane·TBF. After stirring for 24 h warming to room temperature, 0.5 mL of water was added followed by 0.5 mL of 6N sodium hydroxide and 0.5 mL of 30% hydrogen peroxide. After 30 min, the solution was diluted with 100 mL of chloroform, washed 2×10 mL of water, dried over magnesium sulfate and concentrated to dryness.

Workup

  1. customExample 3 was prepared by the following procedure
  2. waitAfter 30 min
  3. washwashed 2×10 mL of water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-0cf28830e4654f52952f61ccdec3cf00
Source dataset
uspto-grants-2002_12
Patent number
US06495561B2

Reaction notes

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