Methanol → (E)-2-(Hydroxyimino)-N-methyl-2-(2-phenoxyphenyl)acetamide

HRID 266423

반응식

HRID 266423 반응식
C[O:2][C:3](=O)/[C:4](/[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[N:5]/[OH:6].CO.[CH3:23][NH2:24].O>C1(C)C=CC=CC=1>[OH:6]/[N:5]=[C:4](\[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)/[C:3]([NH:24][CH3:23])=[O:2]

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 6329Methylamine2회HCID 88276687methyl (2E)-2-hydroxyimino-2-(2-phenoxyphenyl)acetate

생성물 1

HCID 9816878(E)-2-(Hydroxyimino)-N-methyl-2-(2-phenoxyphenyl)acetamide수율 61%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To crude E-α-hydroxyimino-2-phenoxyphenylacetic acid methyl ester (39.6 g, 0.0747 mole, purity: 51.2%) were added methanol (100 ml) and 40% aqueous solution of methylamine (15.45 g, 0.199 mole) and the mixture was stirred at room temperature for 15 hours. Then, 40% aqueous solution of methylamine (7.73 g, 0.0995 mole) was added to the mixture which was stirred in an oil bath at 70° C. for 6 hours. After completion of the reaction, water (200 ml) and toluene (100 ml) were added to the reaction mixture, which was stirred with ice cooling for one hour. The precipitated crystals were filtered off and recrystallized (methanol/toluene) to obtain E-2-hydroxyimino-N-methyl-2-(2-phenoxyphenyl)acetamide (12.31 g, yield: 60.1%) as colorless crystals (melting point: 183°-184.5° C.).

후처리

  1. stirringwas stirred in an oil bath at 70° C. for 6 hours
  2. additionwere added to the reaction mixture, which
  3. stirringwas stirred with ice cooling for one hour
  4. filtrationThe precipitated crystals were filtered off
  5. customrecrystallized (methanol/toluene)

출처 및 근거

ORD 기록
ord-9dfb0685335349328be1ceaf54a6f3e4
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05650539

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