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Methyl propiolate → HCID 178498875, 화합물

HRID 1722017
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HRID 1722017 반응식
[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]
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참가 물질

4

반응물 2

HCID 13536Methyl propiolateHCID 21471p-Methoxybenzamidoxime

생성물 1

HCID 178498875HCID 178498875, 화합물수율 30.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8bd343e28517496b939e0886d5fa72f4
출처 데이터셋
uspto-grants-1989_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04853383

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