Dichloromethane → HCID 136199988, compound

HRID 1980792Notes

Reaction equation

HRID 1980792 reaction equation
[OH-].[Na+].Cl.[CH2:4]([O:6][NH2:7])[CH3:5].[OH:8][C:9]1[CH2:14][CH:13]([C:15]2[CH:20]=[CH:19][C:18]3[O:21][CH2:22][O:23][C:17]=3[CH:16]=2)[CH2:12][C:11](=[O:24])[C:10]=1[C:25](=O)[CH2:26][CH3:27].ClCCl>O.C(O)C>[CH2:4]([O:6][N:7]=[C:25]([C:10]1[C:9](=[O:8])[CH2:14][CH:13]([C:15]2[CH:20]=[CH:19][C:18]3[O:21][CH2:22][O:23][C:17]=3[CH:16]=2)[CH2:12][C:11]=1[OH:24])[CH2:26][CH3:27])[CH3:5]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 76850O-ethylhydroxylamine hydrochlorideHCID 178458826HCID 178458826, compound

Product 1

HCID 136199988HCID 136199988, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of sodium hydroxide (0.15 g) in water and then ethoxyamine hydrochloride (0.37 g) were added to a solution of 3-hydroxy-5-(3,4-methylenedioxyphenyl)-2-propionylcyclohex-2-en-1-one (1.0 g) in ethanol (40 ml) The mixture was stirred at room temperature and the progress of the reaction was monitored by thin layer chromatography (eluant dichloromethane). On completion of the reaction the solvent was removed by distillation under reduced pressure. The residue was dissolved in dichloromethane and the organic phase was washed with water and dried over anhydrous sodium sulphate. The solvent was evaporated to give 2-[1-(ethoxyimino)propyl]-3-hydroxy-5-(3,4-methylenedioxyphenyl)cyclohex-2-en-1-one as an oil.

Workup

  1. customOn completion of the reaction the solvent
  2. customwas removed by distillation under reduced pressure
  3. dissolutionThe residue was dissolved in dichloromethane
  4. washthe organic phase was washed with water
  5. dry with materialdried over anhydrous sodium sulphate
  6. customThe solvent was evaporated

Sources & evidence

ORD record
ord-86b96ae8d7d24448a5b9449fbbae49c0
Source dataset
uspto-grants-1985_04
Patent number
US04511391

Reaction notes

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