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 482054ノート

反応式

HRID 482054 の反応式
[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

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-e8708d30370c436e84fb04e2706c3608
出典データセット
uspto-grants-1998_08
特許番号
US05792780

反応ノート

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