O-Allylhydroxylamine → 2-[1-(Allyloxyimino)butyl]-5-[4-(ethylthio)carbonylphenyl]-3-hydroxy-2-cyclohexen-1-one

HRID 2164371Notes

Reaction equation

HRID 2164371 reaction equation
[C:1]([C:6]1[C:7](=[O:24])[CH2:8][CH:9]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([S:21][CH2:22][CH3:23])=[O:20])=[CH:15][CH:14]=2)[CH2:10][C:11]=1[OH:12])(=O)[CH2:2][CH2:3][CH3:4].[CH2:25]([O:28][NH2:29])[CH:26]=[CH2:27]>O1CCCC1>[CH2:25]([O:28][N:29]=[C:1]([C:6]1[C:7](=[O:24])[CH2:8][CH:9]([C:13]2[CH:14]=[CH:15][C:16]([C:19]([S:21][CH2:22][CH3:23])=[O:20])=[CH:17][CH:18]=2)[CH2:10][C:11]=1[OH:12])[CH2:2][CH2:3][CH3:4])[CH:26]=[CH2:27]

Participants

4

Reactant 2

HCID 420841O-AllylhydroxylamineHCID 178450327HCID 178450327, compound

Product 1

HCID 1360426362-[1-(Allyloxyimino)butyl]-5-[4-(ethylthio)carbonylphenyl]-3-hydroxy-2-cyclohexen-1-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Into 20 ml og tetrahydrofuran was dissolved 2 g of 2-butyryl-5-[4-(ethylthio)carbonylphenyl]-3-hydroxy-2-cyclohexen-1-one and to the solution was added 0.8 g of allyloxyamine. The mixture was kept for 15 hours at room temperature and the solvent was distilled off from it under reduced pressure. Then, the residue was recrystallized with mixture of benzene-ligroin and 0.8 g of colorless objective crystals having a melting point of 72°-75° C. was obtained.

Workup

  1. distillationthe solvent was distilled off from it under reduced pressure
  2. customThen, the residue was recrystallized with mixture of benzene-ligroin and 0.8 g of colorless objective crystals
  3. customwas obtained

Sources & evidence

ORD record
ord-b0cfa799dce6495ab6481f1dceda76c2
Source dataset
uspto-grants-1985_03
Patent number
US04504305

Reaction notes

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