HCID 66751160, compound → HCID 66750925, compound

HRID 534962Notes

Reaction equation

HRID 534962 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:13])=[CH2:12])[CH:8]=[CH:7][C:6]=1[N:14]1[CH2:19][CH2:18][N:17]([C:20](=[O:26])[C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:16][CH2:15]1)([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.[OH-].[Pd+2].[OH-]>[C:1]([C:5]1[CH:10]=[C:9]([CH:11]([CH3:13])[CH3:12])[CH:8]=[CH:7][C:6]=1[N:14]1[CH2:19][CH2:18][N:17]([C:20](=[O:26])[C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:16][CH2:15]1)([CH3:3])([CH3:4])[CH3:2]

Participants

4

Reactant 1

HCID 66751160HCID 66751160, compound

Product 1

HCID 66750925HCID 66750925, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A suspension of ethyl {4-[2-tert-butyl-4-(1-methylethenyl)phenyl]piperazin-1-yl}(oxo)acetate (Example 166, 0.17 g, 0.474 mmol) and palladium hydroxide (20% on carbon, wetted with ca. 50% water, 20 mg) in ethyl acetate (3 mL) was stirred under hydrogen at room temperature for 30 minutes. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure to provide ethyl {4-[2-tert-butyl-4-(1-methylethyl)phenyl]piperazin-1-yl}(oxo)acetate (0.133 g, 78%) as a colorless oil.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9a0ac6d6fa5845d88af867592978950b
Source dataset
uspto-grants-2014_10
Patent number
US08853215B2

Reaction notes

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