Ethyl 2-oxocyclohexanecarboxylate → Ethyl 2-aminocyclohex-1-ene-1-carboxylate

HRID 1714769Notes

Reaction equation

HRID 1714769 reaction equation
[NH3:1].CO.O=[C:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH:6]1[C:11]([O:13][CH2:14][CH3:15])=[O:12]>>[NH2:1][C:5]1[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

3

Reactant 2

HCID 95543Ethyl 2-oxocyclohexanecarboxylateHCID 21705897Ammonia methanol

Product 1

HCID 312929Ethyl 2-aminocyclohex-1-ene-1-carboxylateYield 90%

Procedure

Into 7N-ammonia-methanol solution, 170 g of ethyl 2-oxocyclohexanecarboxylate was added and stirred for an overnight at room temperature. Distilling the solvent off under reduced pressure, the resulting crude crystalline product was recrystallized from ethyl acetate-n-hexane to provide 152 g (90%) of ethyl 2-aminocyclohex-1-enecarboxylate.

Workup

  1. distillationDistilling the solvent off under reduced pressure
  2. customthe resulting crude crystalline product was recrystallized from ethyl acetate-n-hexane

Sources & evidence

ORD record
ord-a4c3b75cab974463804f98028b53a807
Source dataset
uspto-grants-2010_09
Patent number
US07799775B2

Reaction notes

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