Ethyl propiolate → 3-(Formylmethylhydrazono)-propionic acid ethyl ester

HRID 443209노트

반응식

HRID 443209 반응식
[CH2:1]([O:3][C:4](=[O:7])[C:5]#[CH:6])[CH3:2].[NH2:8][N:9]([CH3:12])C=O.[O:13]1CCOC[CH2:14]1>>[CH2:1]([O:3][C:4](=[O:7])[CH2:5][CH:6]=[N:8][NH:9][CH2:12][CH:14]=[O:13])[CH3:2]

참가 물질

4

반응물 3

HCID 12182Ethyl propiolateHCID 12962Hydrazinecarboxaldehyde, 1-methyl-HCID 312751,4-Dioxane

생성물 1

HCID 867540523-(Formylmethylhydrazono)-propionic acid ethyl ester수율 93%

실험 절차

39.24 g (0.4 mol) of propiolic acid ethyl ester were added to a solution of 29.63 g (0.4 mol) of N-amino-N-methylformamide in 80 ml of dioxane and left standing for 3 weeks at room temperature. The yellow solution was evaporated at 40° C./30 torr and the residue filtered over a silical gel column (350 g) with a mixture of dichloromethane/n-hexane 49:1 in fractions of 250 ml each. Fractions 2 to 10 were united and evaporated at 40° C./30 torr, yielding 63.9 g (93%) of 3-(formylmethylhydrazono)-propionic acid ethyl ester as a yellow fluid (IR: 3462, 2984, 1735, 1688, 1629, 1183, 1045 cm-1).

후처리

  1. waitleft
  2. waitstanding for 3 weeks at room temperature
  3. customThe yellow solution was evaporated at 40° C./30 torr
  4. filtrationthe residue filtered over a silical gel column (350 g) with a mixture of dichloromethane/n-hexane 49:1 in fractions of 250 ml each
  5. customevaporated at 40° C./30 torr

출처 및 근거

ORD 기록
ord-94b5991973554f4faa94aa2afc157177
출처 데이터셋
uspto-grants-1999_04
특허 번호
US05892040

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