Dimethyl Sulfate → (2E)-2-methoxyimino-N-methyl-2-(2-phenoxyphenyl)acetamide

HRID 1769412

반응식

HRID 1769412 반응식
[OH:1]/[N:2]=[C:3](\[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)/[C:4]([NH:6][CH3:7])=[O:5].[C:21](=O)([O-])[O-].[K+].[K+].COS(OC)(=O)=O.[OH-].[Na+]>C1(C)C=CC=CC=1.CC(C)=O>[CH3:21][O:1]/[N:2]=[C:3](\[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)/[C:4]([NH:6][CH3:7])=[O:5]

참가 물질

7

반응물 4

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 9816878(E)-2-(Hydroxyimino)-N-methyl-2-(2-phenoxyphenyl)acetamide

생성물 1

HCID 5483872(2E)-2-methoxyimino-N-methyl-2-(2-phenoxyphenyl)acetamide수율 94.4%

시약·촉매·용매 2

HCID 180Acetone용매HCID 1140Toluene용매

실험 절차

To E-2-hydroxyimino-N-methyl-2-(2-phenoxyphenyl)acetamide (10.00 g, 0.037 mole) were added acetone (200 ml), potassium carbonate (15.34 g, 0.111 moles) and dimethylsulfate (9.33 g, 0.074 moles) and the mixture was stirred at room temperature for 9 hours. After completion of the reaction, the reaction mixture was filtered, washed with acetone and concentrated under reduced pressure. The oil thus obtained was dissolved in toluene (50 ml) and to this was added an aqueous 1N sodium hydroxide solution (50 ml), followed by stirring at room temperature for 30 minutes. The mixture was extracted with toluene, washed with water and concentrated, and then the resulting residue was recrystallized (methanol/water) to obtain E-2-methoxyimino-N-methyl-2-(2-phenoxyphenyl)acetamide (9.93 g, yield: 94.4%) as colorless crystals (melting point: 81.5°-83° C.).

후처리

  1. customAfter completion of the reaction
  2. filtrationthe reaction mixture was filtered
  3. washwashed with acetone
  4. concentrationconcentrated under reduced pressure
  5. customThe oil thus obtained
  6. stirringby stirring at room temperature for 30 minutes
  7. extractionThe mixture was extracted with toluene
  8. washwashed with water
  9. concentrationconcentrated
  10. customthe resulting residue was recrystallized (methanol/water)

출처 및 근거

ORD 기록
ord-e4dda4900e6f49459618c18f05fa7058
출처 데이터셋
uspto-grants-1995_01
특허 번호
US05380913

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