Acetic Acid → HCID 136026289, compound

HRID 1249322Notes

Reaction equation

HRID 1249322 reaction equation
[OH:1][C:2]1[CH2:7][CH:6]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)[CH2:5][C:4](=[O:14])[C:3]=1[C:15](=O)[CH2:16][CH2:17][CH3:18].Cl.[CH2:21]([O:23][NH2:24])[CH3:22].O.O.O.C([O-])(=O)C.[Na+].C(O)(=O)C>C(O)C>[CH2:21]([O:23][N:24]=[C:15]([C:3]1[C:4](=[O:14])[CH2:5][CH:6]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)[CH2:7][C:2]=1[OH:1])[CH2:16][CH2:17][CH3:18])[CH3:22]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 76850O-ethylhydroxylamine hydrochlorideHCID 23665404Sodium Acetate TrihydrateHCID 178450329HCID 178450329, compound

Product 1

HCID 136026289HCID 136026289, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-Hydroxy-5-(3-pyridyl)-2-butyrylcyclohex-2-en-1-one (1.0 g) was stirred with O-ethylhydroxylamine hydrochloride (1.1 equiv) and sodium acetate trihydrate (1.1 equiv) in ethanol (30 ml) at room temperature for 12 hr. The mixture was poured into a dilute acetic acid solution, which was subsequently extracted with ether. The dried (MgSO4) organic extract was evaporated to give 2-[1-(ethoxyimino)-butyl]-3-hydroxy-5-(3-pyridyl)cyclohex-2-en-1-one as an oil.

Workup

  1. extractionwas subsequently extracted with ether
  2. dry with materialThe dried (MgSO4)
  3. extractionorganic extract
  4. customwas evaporated

Sources & evidence

ORD record
ord-97e415cfe0074e15a854ebe97df1cdee
Source dataset
uspto-grants-1986_12
Patent number
US04631081

Reaction notes

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