Hydrochloric Acid → HCID 11066487, compound

HRID 1707797Notes

Reaction equation

HRID 1707797 reaction equation
[CH3:1][C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][C:3]=1[O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12](=O)[C:13]([O:15][CH3:16])=[O:14].[Cl-].[OH:23][NH3+:24].Cl>CO>[CH3:1][C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][C:3]=1[O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1/[C:12](=[N:24]\[OH:23])/[C:13]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 21645Hydroxylamine HClHCID 11832950Methyl {2-[(2-methylphenoxy)methyl]phenyl}(oxo)acetate

Product 1

HCID 11066487HCID 11066487, compoundYield 92.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

56.8 g (0.2 mol) of methyl 2-(2-methylphenoxymethyl)phenylglyoxylate and 15.2 g (0.22 mol) of hydroxylammonium chloride in 67.5 ml of methanol are refluxed for 6.5 hours. The resulting mixture (of E- and Z-oximes) is cooled to 0° C. and 14.2 g (0.39 mol) of hydrogen chloride are passed in, and the mixture is then stirred at 25° C. for 5 hours. The solvent is removed by distillation under reduced pressure, the residue is taken up in diethyl ether, and the solution is washed with water, dried over sodium sulfate and evaporated to dryness. 55.3 g of solid E isomer (melting point 115° C.) are obtained.

Workup

  1. customThe solvent is removed by distillation under reduced pressure
  2. washthe solution is washed with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-2e18f7df529347228adf1335ae8cbf11
Source dataset
uspto-grants-1994_10
Patent number
US05354883

Reaction notes

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