Hydrochloric Acid → Ethyl 2-[4-(2-oxo-1-cyclopentylidenemethyl)phenyl]propionate

HRID 127009

Reaktionsgleichung

Reaktionsgleichung von HRID 127009
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:5][CH:4]=1)=O.O1CCN([C:22]2[CH2:26][CH2:25][CH2:24][CH:23]=2)CC1.Cl.[OH2:28]>C1C=CC=CC=1>[O:28]=[C:22]1[CH2:26][CH2:25][CH2:24][C:23]1=[CH:1][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:5][CH:4]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 702941-MorpholinocyclopenteneHCID 13066570rac 2-(4-Formylphenyl)propionic Acid Ethyl Ester

Produkt 1

HCID 53946190Ethyl 2-[4-(2-oxo-1-cyclopentylidenemethyl)phenyl]propionate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel2×

Versuchsvorschrift

A mixture of 5.15 g of ethyl 2-(p-formylphenyl)propionate and 4.5 g of morpholinocyclopentene in 10 ml of benzene was heated under reflux for 10 hours. After cooling, a mixture of 5 ml of conc. hydrochloric acid and 5 ml of water was added to the reaction mixture under ice-cooling and the resulting mixture was stirred at room temperature overnight. After addition of 100 ml of benzene, an organic layer was separated, washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off to leave an oily substance, which was then distilled under reduced pressure to give 5.3 g of the desired product having a boiling point of 160°-165° C./0.25 mmHg.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 10 hours
  3. temperatureAfter cooling
  4. additionwas added to the reaction mixture under ice-
  5. temperaturecooling
  6. customan organic layer was separated
  7. washwashed with water
  8. dry with materialdried over anhydrous sodium sulfate
  9. distillationThe solvent was distilled off
  10. customto leave an oily substance, which
  11. distillationwas then distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a09fc7a81109467da49f1cc8e6bd82e8
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254274

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