Hydrogen Peroxide → HCID 68828336, compound

HRID 1819355Notes

Reaction equation

HRID 1819355 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:10]=1[CH:17]1[CH2:21][N:20]([C:22]2[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=2)[C:25]#[N:26])[C:19](=[O:30])[CH2:18]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:31].[Na+].OO>CCO>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[CH:11][C:10]=1[CH:17]1[CH2:21][N:20]([C:22]2[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=2)[C:25]([NH2:26])=[O:31])[C:19](=[O:30])[CH2:18]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 68831348HCID 68831348, compound

Product 1

HCID 68828336HCID 68828336, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
45 °C

Procedure

3-[4-(2-Benzyloxy-4-methoxyphenyl)-2-oxo-pyrrolidin-1-yl]benzonitrile (2 g) was dissolved in 30 mL EtOH. A solution of 25% NaOH (0.23 mL) was added followed by 2.3 mL H2O2 (30%). The mixture was heated to 45° C. for 5 h and cooled to r.t. After concentration the residue was dissolved in CH3Cl (100 mL), washed with NH4Cl, water, and brine, dried over MgSO4, and concentrated to give 1.83 g of crude product which was used in the next step without purification.

Workup

  1. temperaturecooled to r.t
  2. concentrationAfter concentration the residue
  3. dissolutionwas dissolved in CH3Cl (100 mL)
  4. washwashed with NH4Cl, water, and brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-8567bbe0c7754cb191e3e7d1b6fec60a
Source dataset
uspto-grants-2009_10
Patent number
US07601742B2

Reaction notes

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