Methyl propiolate → HCID 178498875、化合物

HRID 1722017

反応式

HRID 1722017 の反応式
[C:1]([O:5][CH3:6])(=[O:4])[C:2]#[CH:3].[CH3:7][O:8][C:9]1[CH:18]=[CH:17][C:12]([C:13](=[N:15]O)[NH2:14])=[CH:11][CH:10]=1>CO>[C:1]([C:2]1[N:14]=[C:13]([C:12]2[CH:17]=[CH:18][C:9]([O:8][CH3:7])=[CH:10][CH:11]=2)[NH:15][CH:3]=1)([O:5][CH3:6])=[O:4]

参加物

4

反応物 2

HCID 13536Methyl propiolateHCID 21471p-Methoxybenzamidoxime

生成物 1

HCID 178498875HCID 178498875、化合物収率 30.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of methyl propiolate (25.4 g, 0.3 mol), p-methoxybenzamidoxime (50 g, 0.3 mol) and CH3OH (700 ml) was heated at reflux with stirring. After 8 hours, the reaction mixture was concentrated to dryness, and the residue treated with diphenyl ether (300 ml) and heated at reflux. After 2.5 hours, the reaction mixture was poured in C6H14 (2 L) and allowed to stand. The C6H14 was decanted off and the residue chromatographed on silica gel. The product was eluted with 2% CH3OH--CHCl3 to yield 21 g (30%) of 63; m.p. 188°-90° C. (trituration with Et2O). Analysis calculated for C12H12N2O3.

後処理

  1. temperatureat reflux
  2. concentrationthe reaction mixture was concentrated to dryness
  3. additionthe residue treated with diphenyl ether (300 ml)
  4. temperatureheated
  5. temperatureat reflux
  6. waitAfter 2.5 hours
  7. additionthe reaction mixture was poured in C6H14 (2 L)
  8. customThe C6H14 was decanted off
  9. customthe residue chromatographed on silica gel
  10. washThe product was eluted with 2% CH3OH

出典と根拠

ORDレコード
ord-8bd343e28517496b939e0886d5fa72f4
出典データセット
uspto-grants-1989_08
特許番号
US04853383

関連ノート

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