Ethyl 2-oxocyclohexanecarboxylate → HCID 178508877, compound

HRID 965667Notes

Reaction equation

HRID 965667 reaction equation
O=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[C:8]([O:10]CC)=O.C(=O)(O)O.[NH2:17][C:18]([NH2:20])=[NH:19]>C(O)C>[NH2:20][C:18]1[N:19]=[C:8]([OH:10])[C:3]2[CH2:4][CH2:5][CH2:6][CH2:7][C:2]=2[N:17]=1

Participants

4

Reactant 2

HCID 95543Ethyl 2-oxocyclohexanecarboxylateHCID 286947Carbonic acid-guanidine (1:1)

Product 1

HCID 178508877HCID 178508877, compoundYield 89.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 2-oxocyclohexane carboxylate (41 g, 241 mmol) in ethanol (200 ml) was added guanidine carbonate (26.0 g, 289 mmol) under stirring at room temperature. The reaction mixture was refluxed for 1 hour and then cooled to room temperature. The precipitated crystals were filtered and washed with water, followed with methanol. The crystals were dried in vacuo to give the object compound (35.5 g, 89%).

Workup

  1. temperatureThe reaction mixture was refluxed for 1 hour
  2. temperaturecooled to room temperature
  3. filtrationThe precipitated crystals were filtered
  4. washwashed with water
  5. customThe crystals were dried in vacuo

Sources & evidence

ORD record
ord-514fe45278dd477eb385dcd5c0d9db26
Source dataset
uspto-grants-2005_10
Patent number
US06951866B2

Reaction notes

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