tert-Butyl piperazine-1-carboxylate → HCID 90003016, compound

HRID 1778425Notes

Reaction equation

HRID 1778425 reaction equation
Br[C:2]([CH3:6])([CH3:5])[CH:3]=[O:4].[N:7]1([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1>CCOCC>[CH3:5][C:2]([N:10]1[CH2:9][CH2:8][N:7]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:12][CH2:11]1)([CH3:6])[CH:3]=[O:4]

Participants

4

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 5783772-Bromo-2-methylpropanal

Product 1

HCID 90003016HCID 90003016, compoundYield 70.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
25 °C

Procedure

Into a 250-mL round-bottom flask, was placed a solution of 2-bromo-2-methylpropanal (5 g, 33.11 mmol, 1.00 equiv) and tert-butyl piperazine-1-carboxylate (18.6 g, 99.87 mmol, 3.02 equiv) in ether (80 mL). The resulting solution was stirred overnight at 25° C. The solids were filtered out. The organic filtrate was washed with water, dried over anhydrous sodium sulfate and concentrated under vacuum to give 6 g of tert-butyl 4-(2-methyl-1-oxopropan-2-yl)piperazine-1-carboxylate as a white solid.

Workup

  1. customInto a 250-mL round-bottom flask, was placed
  2. filtrationThe solids were filtered out
  3. washThe organic filtrate was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-da510754efa7404b8d1abccc53c66b10
Source dataset
uspto-grants-2016_02
Patent number
US09266895B2

Reaction notes

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