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

HRID 1769414ノート

反応式

HRID 1769414 の反応式
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]

参加物

6

反応物 4

HCID 887MethanolHCID 962WaterHCID 6329Methylamine2 回HCID 88276687methyl (2E)-2-hydroxyimino-2-(2-phenoxyphenyl)acetate

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.).

後処理

  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)

出典と根拠

ORDレコード
ord-b6408387a93c44e59a88ce5f1751e900
出典データセット
uspto-grants-1995_01
特許番号
US05380913

反応ノート

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