O-Allylhydroxylamine → HCID 178460148, compound

HRID 1906697Notes

Reaction equation

HRID 1906697 reaction equation
[C:1]([CH:6]1[C:11](=[O:12])[CH2:10][CH:9]([CH:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[CH2:8][C:7]1=[O:19])(=O)[CH2:2][CH2:3][CH3:4].[CH2:20]([O:23][NH2:24])[CH:21]=[CH2:22]>CO>[CH2:20]([O:23][NH:24][C:1](=[C:6]1[C:11](=[O:12])[CH2:10][CH:9]([CH:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[CH2:8][C:7]1=[O:19])[CH2:2][CH2:3][CH3:4])[CH:21]=[CH2:22]

Participants

4

Reactant 2

HCID 420841O-AllylhydroxylamineHCID 20210168HCID 20210168, compound

Product 1

HCID 178460148HCID 178460148, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

14.0 parts by weight of 2-butyryl-5-(tetrahydropyran-4-yl)-cyclohexane-1,3-dione and 4.2 parts by weight of allyloxyamine in 100 parts by volume of methanol are stirred for 16 hours at room temperature. The solvent is distilled off under reduced pressure, the residue is dissolved in dichloromethane, the solution is then washed with 5% strength hydrochloric acid and water and dried over sodium sulfate, and the solvent is stripped off under reduced pressure to give 12.9 parts by weight of 2-(1-allyloxyamino-n-butylidene)-5-(tetrahydropyran-4-yl)cyclohexane-1,3-dione in the form of a solid (active ingredient No. 2).

Workup

  1. distillationThe solvent is distilled off under reduced pressure
  2. dissolutionthe residue is dissolved in dichloromethane
  3. washthe solution is then washed with 5% strength hydrochloric acid and water
  4. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-0161891900f44d98b694e9a2f17e0390
Source dataset
uspto-grants-1987_03
Patent number
US04654073

Reaction notes

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