Methylamine → HCID 87569963, compound

HRID 1960098Notes

Reaction equation

HRID 1960098 reaction equation
C[O:2][C:3](=O)/[C:4](/[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH:22]=[C:23]([Cl:25])[Cl:24])[CH:17]=1)=[N:5]/[O:6][CH3:7].[CH3:27][NH2:28]>CO>[Cl:24][C:23]([Cl:25])=[CH:22][C:18]1[CH:17]=[C:16]([CH:21]=[CH:20][CH:19]=1)[O:15][CH2:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1/[C:4](=[N:5]\[O:6][CH3:7])/[C:3]([NH:28][CH3:27])=[O:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 87568938HCID 87568938, compound

Product 1

HCID 87569963HCID 87569963, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl-(E)-2-(2-((3-(2,2-dichlorovinyl)phenoxy)methyl)phenyl)-2-methoxyiminoacetate (0.4 g, 1 mmol) obtained in Example 1 was added to 10 ml of methanol. 40% methylamine solution (0.39 g, 5 mmol) was slowly added thereto, and the mixture was stirred at room temperature for 6 hours. The solvent was removed therefrom under a reduced pressure. After adding water thereto, the mixture was extracted three times with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate, filtered and distilled under a reduced pressure. The resulting residue was subjected to column chromatography (ethyl acetate:n-hexane=1:4) to obtain the title compound (0.35 g, 89%).

Workup

  1. customThe solvent was removed
  2. additionAfter adding water
  3. extractionthe mixture was extracted three times with ethyl acetate
  4. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. distillationdistilled under a reduced pressure

Sources & evidence

ORD record
ord-e2923d15dd3242ba9e3cbb1ee2682461
Source dataset
uspto-grants-2013_04
Patent number
US08410302B2

Reaction notes

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