m-Chloroperbenzoic acid → HCID 15450553, compound

HRID 1107395Notes

Reaction equation

HRID 1107395 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15](=[O:29])[C:16]([O:26][CH2:27][CH3:28])([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:17]([CH3:19])[CH3:18])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:38])C=1>C(Cl)(Cl)Cl>[CH2:1]([N+:8]1([O-:38])[CH2:13][CH2:12][CH:11]([NH:14][C:15](=[O:29])[C:16]([O:26][CH2:27][CH3:28])([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:17]([CH3:19])[CH3:18])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 9800792HCID 9800792, compound

Product 1

HCID 15450553HCID 15450553, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a dissolved solution of N-(1-benzyl-4-piperidinyl)-2-ethoxy-3-methyl-2-phenylbutanamide (invention compound, Compound No. 1) (400 mg, 1.01 mmole) in chloroform (20 ml) was added 70% m-chloroperbenzoic acid (271 mg, 1.1 mmole). The mixture was stirred at room temperature for 3 days. After the reaction was completed, the reaction mixture was washed with a saturated aqueous sodium bicarbonate solution. The organic layer was dried over anhydrous sodium sulfate. The solvent was then removed under reduced pressure. The residue was purified by a silica gel column to obtain the invention compound (Compound No. 16, 316 mg, 77.0%) were obtained as colorless solid.

Workup

  1. washthe reaction mixture was washed with a saturated aqueous sodium bicarbonate solution
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. customThe solvent was then removed under reduced pressure
  4. customThe residue was purified by a silica gel column
  5. customto obtain the invention compound (Compound No. 16, 316 mg, 77.0%)
  6. customwere obtained as colorless solid

Sources & evidence

ORD record
ord-5d7bf41a3e044aa491e611173e873721
Source dataset
uspto-grants-2000_05
Patent number
US06060485

Reaction notes

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