O-Allylhydroxylamine → HCID 178460146, compound

HRID 979398Notes

Reaction equation

HRID 979398 reaction equation
[C:1]([CH:6]1[C:11](=[O:12])[CH2:10][CH:9]([C:13]2[O:17][C:16]3[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=3[CH:14]=2)[CH2:8][C:7]1=[O:22])(=O)[CH2:2][CH2:3][CH3:4].[CH2:23]([O:26][NH2:27])[CH:24]=[CH2:25]>C(O)C>[CH2:23]([O:26][NH:27][C:1](=[C:6]1[C:11](=[O:12])[CH2:10][CH:9]([C:13]2[O:17][C:16]3[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=3[CH:14]=2)[CH2:8][C:7]1=[O:22])[CH2:2][CH2:3][CH3:4])[CH:24]=[CH2:25]

Participants

4

Reactant 2

HCID 420841O-AllylhydroxylamineHCID 201460165-(1-Benzofuran-2-yl)-2-butanoylcyclohexane-1,3-dione

Product 1

HCID 178460146HCID 178460146, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.6 parts by weight of 2-butyryl-5-(benzo[b]fur-2-yl)-cyclohexane-1,3-dione, 1.2 parts by weight of allyloxyamine and 30 parts by volume of ethanol were stirred for 12 hours at room temperature. The solvent was distilled off under reduced pressure, the residue was taken up in 50 parts of dichloromethane, the solution was washed twice with water and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. 2-(1-Allyloxyaminobutylidene)-5-(benzo[b]fur-2-yl)-cyclohexane-1,3-dione was obtained as a viscous oil in a yield of 92% (compound no. 2).

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. washthe solution was washed twice with water
  3. dry with materialdried over sodium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-dba2e8af06b941279c5fbfed16e16589
Source dataset
uspto-grants-1987_05
Patent number
US04668275

Reaction notes

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