Potassium Hydroxide → HCID 86744218, compound

HRID 1032373Notes

Reaction equation

HRID 1032373 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([CH3:7])[N:4](O)[N:3]=1.[OH-:9].[K+].[CH3:11][O:12][N:13]=[C:14]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH2:25]Br)[C:15]([O:17][CH3:18])=[O:16]>C(O)C.CN(C)C=O>[CH3:11][O:12][N:13]=[C:14]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH2:25][O:9][C:5]1([CH3:7])[CH:6]=[C:2]([CH3:1])[N:3]=[N:4]1)[C:15]([O:17][CH3:18])=[O:16]

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 12569725HCID 12569725, compoundHCID 54028047Methyl 2-[2-(bromomethyl)phenyl]-2-(methoxyimino)acetate

Product 1

HCID 86744218HCID 86744218, compoundYield 59%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 6228DimethylformamideSolvent

Procedure

2.2 g (0.02 mol) of 3,5-dimethyl-1-hydroxypyrazole in 30 ml of ethanol are added dropwise to a solution of 1.2 g (0.02 mol) of potassium hydroxide in 50 ml of ethanol. The reaction mixture is stirred at room temperature for two hours and then concentrated. The residue is taken up in 60 ml of dimethylformamide, and 5.7 g (0.02 mol) of methyl 2-bromomethylphenylglyoxylate O-methyloxime in 30 ml of dimethylformamide are added. The mixture is stirred at 100° C. for two hours, the solvent is removed under reduced pressure, and the residue is taken up in methyl tert-butyl ether. The organic phase is washed with water, dried and concentrated. 3.7 g (59%) of the title compound are obtained as an oil (compound no. 28).

Workup

  1. concentrationconcentrated
  2. stirringThe mixture is stirred at 100° C. for two hours
  3. customthe solvent is removed under reduced pressure
  4. washThe organic phase is washed with water
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-795ce9189eed4188ac197d60c8e1362b
Source dataset
uspto-grants-1990_09
Patent number
US04957937

Reaction notes

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