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

HRID 1714781Notes

Reaction equation

HRID 1714781 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]>>[CH2:14]([O:13][C:11]([C:6]1[CH2:7][CH2:8][CH2:9][CH2:10][C:5]=1[NH2:1])=[O:12])[CH3:15]

Participants

3

Reactant 2

HCID 95543Ethyl 2-oxocyclohexanecarboxylateHCID 21705897Ammonia methanol

Product 1

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

Procedure

To 7N-ammonia-methanol solution, 170 g of ethyl 2-oxocyclohexanecarboxylate was added and stirred for an overnight at room temperature. Concentrating the solvent under reduced pressure, crude crystals were obtained, which were recrystallized from ethyl acetate-n-hexane to provide 152 g (90%) of 2-aminocyclohex-1-enecarboxylic acid ethyl ester.

Workup

  1. concentrationConcentrating the solvent under reduced pressure
  2. customcrude crystals were obtained
  3. customwhich were recrystallized from ethyl acetate-n-hexane

Sources & evidence

ORD record
ord-48f2d7fec8124db9b498d02640f7a57e
Source dataset
uspto-grants-2010_09
Patent number
US07799775B2

Reaction notes

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