Hydrochloric Acid → Benzyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

HRID 857174Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 857174
[CH2:1]1[CH:5]2[CH2:6][N:7](C(OC(C)(C)C)=O)[CH2:8][CH:4]2[CH2:3][N:2]1[C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17].Cl.C([O-])([O-])=O.[K+].[K+].O>C(OCC)(=O)C>[CH2:1]1[CH:5]2[CH2:6][NH:7][CH2:8][CH:4]2[CH2:3][N:2]1[C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 11430Potassium CarbonateHCID 218675632-Benzyl 5-(tert-butyl) tetrahydropyrrolo[3,4-C]pyrrole-2,5(1H,3H)-dicarboxylate

Produkt 1

HCID 21867560Benzyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylateAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

Benzyl tert-butyl tetrahydropyrrolo[3,4-c]pyrrole-2,5(1H, 3H)-dicarboxylate (40 mmol; from step (a) above) was dissolved in ethyl acetate. Ethyl acetate saturated with HCl (g) (500 mL) was added at 0° C. and stirred while reaching room temperature. The solvent was evaporated and the product was dissolved in CH3CN. K2CO3 (4 eq.) and water (2 mL) were added. The mixture was stirred for 2 h, before being filtered and evaporated to give 8 g (82%) of the subtitle compound which was used without further purification in the next step.

Aufarbeitung

  1. customwhile reaching room temperature
  2. customThe solvent was evaporated
  3. dissolutionthe product was dissolved in CH3CN
  4. stirringThe mixture was stirred for 2 h
  5. filtrationbefore being filtered
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-946780d4b33d459dac26277b2c390ae6
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07144914B2

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