Acetone → 1-Boc-4-isopropylpiperazine

HRID 1437228Notes

Reaction equation

HRID 1437228 reaction equation
[CH3:1][C:2]([CH3:4])=O.[C:5]([O:9][C:10]([N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)=[O:11])([CH3:8])([CH3:7])[CH3:6].[H][H]>CO.[C].[Pd]>[C:5]([O:9][C:10]([N:12]1[CH2:17][CH2:16][N:15]([CH:2]([CH3:4])[CH3:1])[CH2:14][CH2:13]1)=[O:11])([CH3:8])([CH3:6])[CH3:7]

Participants

6

Reactant 3

HCID 180Acetone2×HCID 143452tert-Butyl piperazine-1-carboxylateHCID 178418361HCID 178418361, compound2×

Product 1

HCID 105613521-Boc-4-isopropylpiperazine

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Acetone (1.47 mL) and 10% palladium-carbon (50% wet, 186 mg) were added to piperazine-1-carboxylic acid tert-butyl ester (1.862 g) in methanol (20 mL), and the resultant mixture was stirred in a hydrogen atmosphere at room temperature for 10 hours. Acetone (1.47 mL) was added thereto, and the mixture was stirred in a hydrogen atmosphere at room temperature for 36 hours. The catalyst was filtered off. The solvent was evaporated under reduced pressure, to thereby give the title compound as an oily product (2.253 g, 98%).

Workup

  1. filtrationThe catalyst was filtered off
  2. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-ec254d35c98f446a811a8625644ef307
Source dataset
uspto-grants-2009_11
Patent number
US07622471B2

Reaction notes

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