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Hydrochloric Acid → isopropyl 5-benzoyl-7-bromo-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate

HRID 67888
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 67888
[C:1]([C:9]1[N:13]2[CH2:14][CH2:15][CH:16]([C:17]([OH:19])=[O:18])[C:12]2=[C:11]([Br:20])[CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH:22](O)([CH3:24])[CH3:23]>>[C:1]([C:9]1[N:13]2[CH2:14][CH2:15][CH:16]([C:17]([O:19][CH:22]([CH3:24])[CH3:23])=[O:18])[C:12]2=[C:11]([Br:20])[CH:10]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 155806305-Benzoyl-7-bromo-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

Produkt 1

HCID 20404966isopropyl 5-benzoyl-7-bromo-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate

Versuchsvorschrift

A solution of 1.34 g. of 5-benzoyl-7-bromo-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid in 50 ml. of isopropanol, cooled in an ice bath is saturated with gaseous hydrogen chloride, maintaining the temperature of the reaction mixture below 50° C. The ice bath is then removed and the reaction mixture is stirred for 1.5 hours at room temperature, and evaporated to dryness under reduced pressure; 10 ml. of benzene is added to the residue and the solution is evaporated under vacuum once again, repeating this process a total of three times to completely remove the excess hydrogen chloride, thus obtaining of isopropyl 5-benzoyl-7-bromo-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate. The product is recrystallized from methanol-ethyl acetate.

Aufarbeitung

  1. temperaturemaintaining the temperature of the reaction mixture below 50° C
  2. customThe ice bath is then removed
  3. customevaporated to dryness under reduced pressure
  4. additionof benzene is added to the residue
  5. customthe solution is evaporated under vacuum once again
  6. customto completely remove the excess hydrogen chloride

Quellen und Nachweise

ORD-Eintrag
ord-f1ff1f771c8f4e70be8891939feaf0e1
Quelldatensatz
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04347185

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