Sodium Carbonate → Benzyl 3-oxopiperazine-1-carboxylate

HRID 2086219Notes

Reaction equation

HRID 2086219 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][C:2]1=[O:7].[C:8](Cl)(=[O:17])[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(OCC)(=O)C.O>[CH2:10]([O:9][C:8]([N:4]1[CH2:5][CH2:6][NH:1][C:2](=[O:7])[CH2:3]1)=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 10387Benzyl chloroformateHCID 231360Piperazin-2-one

Product 1

HCID 736777Benzyl 3-oxopiperazine-1-carboxylateYield 79.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2-piperazinone (10 g), benzyl chlorocarbonate (20.5 g) and sodium carbonate (31.8 g) in ethyl acetate (200 ml) and water (200 ml) was stirred at room temperature for 2 hours. The organic phase was separated, washed with brine, dried (MgSO2) and concentrated. The obtained crystals were collected by filtration, washed with ethyl acetate—ether and dried to obtain the title compound (18.5 g) as colorless crystals.

Workup

  1. customThe organic phase was separated
  2. washwashed with brine
  3. dry with materialdried (MgSO2)
  4. concentrationconcentrated
  5. filtrationThe obtained crystals were collected by filtration
  6. washwashed with ethyl acetate—ether
  7. customdried

Sources & evidence

ORD record
ord-e246626492c44f35a331660f249366c9
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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