1-Benzyl-4-(3,5-di-t-butyl-4-hydroxy-benzoyl)piperazine → 1-(3,5-Di-t-butyl-4-hydroxybenzoyl)-piperazine

HRID 48926Notes

Reaction equation

HRID 48926 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:30])[C:15]2[CH:20]=[C:19]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:18]([OH:25])=[C:17]([C:26]([CH3:29])([CH3:28])[CH3:27])[CH:16]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1>[Pd]>[C:26]([C:17]1[CH:16]=[C:15]([CH:20]=[C:19]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:18]=1[OH:25])[C:14]([N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)=[O:30])([CH3:29])([CH3:28])[CH3:27]

Participants

3

Reactant 1

HCID 143003101-Benzyl-4-(3,5-di-t-butyl-4-hydroxy-benzoyl)piperazine

Product 1

HCID 143003141-(3,5-Di-t-butyl-4-hydroxybenzoyl)-piperazine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In tetrahydrofuan (100 mL) was dissolved the compound (5.08 g, 12.4 mmol.) obtained in (1) above. To this solution was added 10% palladium/carbon (600 mg), and the resulting mixture was stirred under hydrogen atmosphere. The reaction mixture was filtered over Celite, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=30/1), to give the desired compound as a white crystalline product (1.50 g, yield: 38%).

Workup

  1. dissolutionIn tetrahydrofuan (100 mL) was dissolved the compound (5.08 g, 12.4 mmol.)
  2. filtrationThe reaction mixture was filtered over Celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (chloroform/methanol=30/1)

Sources & evidence

ORD record
ord-d23acaad57cb47dabdd9a01ba8da2554
Source dataset
uspto-grants-2004_03
Patent number
US06706705B1

Reaction notes

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