Acetic Acid → 3-(6-Chloro-1-oxo-2,3-dihydro-1H-inden-2-yl)propanoic acid

HRID 326007ノート

反応式

HRID 326007 の反応式
N1([C:6]2[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([Cl:15])[CH:13]=3)[CH2:8][CH:7]=2)CCCC1.[C:16]([O:20]C)(=[O:19])[CH:17]=[CH2:18].C(O)(=[O:24])C.Cl>O1CCOCC1>[Cl:15][C:12]1[CH:13]=[C:14]2[C:9]([CH2:8][CH:7]([CH2:18][CH2:17][C:16]([OH:20])=[O:19])[C:6]2=[O:24])=[CH:10][CH:11]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 7294Methyl AcrylateHCID 204636741-(5-Chloro-1H-inden-3-yl)pyrrolidine

生成物 1

HCID 130516493-(6-Chloro-1-oxo-2,3-dihydro-1H-inden-2-yl)propanoic acid

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Twenty-two (22) grams of 3-pyrrolidino-5-chloroindene and 18 g of methyl acrylate were dissolved in 70 ml of dioxane, refluxed for 5 hours and freed of the solvent by distilling it off, to obtain a residue. The thus obtained residue was incorporated with 100 ml of acetic acid and 100 ml of hydrochloric acid and heated for 3 hours. After the end of the reaction, the resulting reaction mixture was freed of the solvent by distilling it off under a reduced pressure and incorporated with iced water to precipitate crystals. The crystals so precipitated were filtered off, washed with water, dried and then recrystallized from ethyl acetate to obtain 16 g of 6-chloro-1-oxo-2,3-dihydro-2-indene propionic acid in the colorless needle form.

後処理

  1. temperaturerefluxed for 5 hours
  2. distillationby distilling it off,
  3. customto obtain a residue
  4. temperatureheated for 3 hours
  5. customAfter the end of the reaction
  6. customthe resulting reaction mixture
  7. distillationby distilling it off under a reduced pressure
  8. customincorporated with iced water to precipitate crystals
  9. customThe crystals so precipitated
  10. filtrationwere filtered off
  11. washwashed with water
  12. customdried
  13. customrecrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-3a215ff5476f483d9c6c8d1c47eba8e6
出典データセット
uspto-grants-1984_04
特許番号
US04443626

反応ノート

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