Diketene → HCID 22028659, compound

HRID 1710475Notes

Reaction equation

HRID 1710475 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:14]=[C:15]1[O:19][C:17](=[O:18])[CH2:16]1>CN(C=O)C>[C:17]([N:11]1[CH2:12][CH2:13][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:9][CH2:10]1)(=[O:18])[CH2:16][C:15]([CH3:14])=[O:19]

Participants

4

Reactant 2

HCID 12661DiketeneHCID 143452tert-Butyl piperazine-1-carboxylate

Product 1

HCID 22028659HCID 22028659, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-tert-Butoxycarbonylpiperazine (103 g) was dissolved in DMF (600 mL) and diketene (56 mL) was added over 20 min at room temperature. The mixture was stirred for 2 hr. The solvent was evaporated under reduced pressure and the residue was diluted with ethyl acetate. The mixture washed with water and saturated brine and dried. The solvent was evaporated under reduced pressure to give 1-acetoacetyl-4-tert-butoxycarbonyl piperazine (129 g) as a pale-brown powder.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additionthe residue was diluted with ethyl acetate
  3. washThe mixture washed with water and saturated brine
  4. customdried
  5. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-fc384dc6a0514ad6a32722e8e5d1fe9c
Source dataset
uspto-grants-2010_09
Patent number
US07790725B2

Reaction notes

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