1-Benzyl-octahydro-pyrrolo[3,4-b]pyrrole

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1-Benzyl-octahydro-pyrrolo[3,4-b]pyrrole manufacturers

1-Benzyl-octahydro-pyrrolo[3,4-b]pyrrole Basic information
Product Name:1-Benzyl-octahydro-pyrrolo[3,4-b]pyrrole
Synonyms:1-Benzylhexahydropyrrolo[3,4-b]pyrrole;octahydro-1-(phenylmethyl)-Pyrrolo[3,4-b]pyrrole;1-benzyl-3,3a,4,5,6,6a-hexahydro-2H-pyrrolo[2,3-c]pyrrole;1-(phenylmethyl)-3,3a,4,5,6,6a-hexahydro-2H-pyrrolo[2,3-c]pyrrole;Pyrrolo[3,4-b]pyrrole, octahydro-1-(phenylmethyl)-;1-Benzyl-octahydro-pyrrolo[3,4-b]pyrrole
CAS:132414-50-7
MF:C13H18N2
MW:202.3
EINECS:
Product Categories:Heterocycles series
Mol File:132414-50-7.mol
1-Benzyl-octahydro-pyrrolo[3,4-b]pyrrole Structure
1-Benzyl-octahydro-pyrrolo[3,4-b]pyrrole Chemical Properties
Boiling point 304.4±17.0 °C(Predicted)
density 1.074±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka10.80±0.20(Predicted)
Safety Information
MSDS Information
1-Benzyl-octahydro-pyrrolo[3,4-b]pyrrole Usage And Synthesis
Uses1-Benzyloctahydropyrrolo[3,4-b]pyrrole is used in the synthesis of intermediates as quinolone anti-bacterials.
Synthesis
Ethyl 1-benzylhexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate

132414-78-9

1-BENZYL-OCTAHYDRO-PYRROLO[3,4-B]PYRROLE

132414-50-7

General procedure for the synthesis of 1-benzyl octahydropyrrolo[3,4-B]pyrrole-5(1H)-carboxylic acid from ethyl 1-benzylhexahydropyrrolo[3,4-B]pyrrole: Ethyl 1-benzyl octahydropyrrolo[2,3-c]pyrrole-5-carboxylate (2.1 g, 7.65 mmol) was dissolved in 37% hydrochloric acid (11 mL), and the reaction was heated and refluxed for 24 hours. Upon completion of the reaction, the pH of the reaction solution was adjusted to 8 with sodium carbonate, followed by multiple extractions of the product with dichloromethane. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 1.4 g of 1-benzyl octahydropyrrolo[3,4-B]pyrrole (90% yield) as a brown oil, which could be used for the next reaction without further purification. Mass spectral analysis (m/z): 203.2 [MH]+.

References[1] Patent: WO2017/21920, 2017, A1. Location in patent: Paragraph 0633; 0634
[2] Patent: US5071999, 1991, A
1-Benzyl-octahydro-pyrrolo[3,4-b]pyrrole Preparation Products And Raw materials
Raw materialsEthyl 1-benzylhexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate-->Hydrochloric acid-->Water
Tag:1-Benzyl-octahydro-pyrrolo[3,4-b]pyrrole(132414-50-7) Related Product Information
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