Ethyl 2,4-dioxo-1-(piperidin-1-yl)piperidine-3-carboxylate → [1,1']Bipiperidinyl-2,4-dione

HRID 254330

Reaction equation

HRID 254330 reaction equation
C(OC([CH:6]1[C:11](=[O:12])[CH2:10][CH2:9][N:8]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[C:7]1=[O:19])=O)C>C(O)(=O)C>[N:8]1([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[CH2:9][CH2:10][C:11](=[O:12])[CH2:6][C:7]1=[O:19]

Participants

3

Reactant 1

HCID 22038502Ethyl 2,4-dioxo-1-(piperidin-1-yl)piperidine-3-carboxylate

Product 1

HCID 22038474[1,1']Bipiperidinyl-2,4-dioneYield 36%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The oil from step 3 was dissolved in 10% acetic acid (250 ml) and the solution boiled under reflux for one hour. The cooled reaction mixture was evaporated, and the residue purified by flash chromatography (CH2Cl2: acetone 9:1-1:1) to give 4.00 g (36%) of the title compound as a semi-solid.

Workup

  1. temperatureunder reflux for one hour
  2. customThe cooled reaction mixture
  3. customwas evaporated
  4. customthe residue purified by flash chromatography (CH2Cl2: acetone 9:1-1:1)

Sources & evidence

ORD record
ord-62d2233258984e9c83d1c3131e64da14
Source dataset
uspto-grants-2011_01
Patent number
US07875626B2

Linked notes

Loading…