N-ethoxalyl-N-(2-phthalimido)ethyl-4-(2,2,3,3-tetrafluoropropoxy)aniline → 1-[4-(2,2,3,3-Tetrafluoropropoxy)phenyl]-2,3-piperazinedione

HRID 1077902노트

반응식

HRID 1077902 반응식
[C:1]([N:8]([CH2:23][CH2:24][N:25]1C(=O)C2=CC=CC=C2[C:26]1=[O:35])[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]([F:22])([F:21])[CH:18]([F:20])[F:19])=[CH:11][CH:10]=1)(C(OCC)=O)=[O:2]>C(O)C>[F:21][C:17]([F:22])([CH:18]([F:20])[F:19])[CH2:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([N:8]2[CH2:23][CH2:24][NH:25][C:26](=[O:35])[C:1]2=[O:2])=[CH:10][CH:11]=1

참가 물질

3

반응물 1

HCID 86749721N-ethoxalyl-N-(2-phthalimido)ethyl-4-(2,2,3,3-tetrafluoropropoxy)aniline

생성물 1

HCID 190650841-[4-(2,2,3,3-Tetrafluoropropoxy)phenyl]-2,3-piperazinedione수율 36.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The mixture of the obtained N-ethoxalyl-N-(2-phthalimido)ethyl-4-(2,2,3,3-tetrafluoropropoxy)aniline (3.4 g), hydradine hydrate (0.7 ml) and ethanol (80 ml) was refluxed for 9 hours. The crystals separated out were filtered off before cooling and the solvent of the filtrate was distilled off under reduced pressure. Water (150 ml) and ethyl acetate (300 ml) were added to the residue to fractionate. The ethyl acetate layer was washed with 5% aqueous solution of sodium bicarbonate and then with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent; ethyl acetate:dichloromethane:methanol=7:7:1 v/v) to give 1-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2,3-piperazinedione (0.8 g) as a colorless powder.

후처리

  1. temperaturewas refluxed for 9 hours
  2. customThe crystals separated out
  3. filtrationwere filtered off
  4. temperaturebefore cooling
  5. distillationthe solvent of the filtrate was distilled off under reduced pressure
  6. additionWater (150 ml) and ethyl acetate (300 ml) were added to the residue
  7. washThe ethyl acetate layer was washed with 5% aqueous solution of sodium bicarbonate
  8. dry with materialwith a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate
  9. distillationThe solvent was distilled off under reduced pressure
  10. customThe residue was purified by silica gel chromatography (eluent; ethyl acetate:dichloromethane:methanol=7:7:1 v/v)

출처 및 근거

ORD 기록
ord-19f1d9efca2245f6b9aff00eb92f300e
출처 데이터셋
uspto-grants-1996_08
특허 번호
US05545652

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