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

HRID 1429728Notes

Reaction equation

HRID 1429728 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-0771b07a9f6b4bc78a756f221d93019c
Source dataset
uspto-grants-2015_01
Patent number
US08940744B2

Reaction notes

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