HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2115279Generated: October 25, 2026
Water → 2-Benzyloctahydropyrrolo[3,4-c]pyrrole
https://huagongshe.com/reaction/2115279
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3-dione | HCID 12958507 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Benzyloctahydropyrrolo[3,4-c]pyrrole | HCID 4454387 | 92% |
Reaction Steps
A solution of lithium aluminum hydride (15.0 mL, 1.0 M solution in ether) was added dropwise to a solution of compound 2 (1.15 g) in THF (50 mL) and dichloromethane (40 mL) at 0° C. The reaction mixture was stirred an additional 1.5 hour at 0° C. and water (0.5 mL) was added followed by the addition of aqueous NaOH solution (0.5 mL, 20%) and then water (1.5 mL). The resulting solids was filtered off and the filtrate was concentrated in vacuo. The residue was purified by flash chromatography to provide the title compound 3 as a pale yellow oil (0.93 g, 92%). LCMS: Rf: 0.368 min, M+H+: 203.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07435830B2 |
|---|
| Source dataset | uspto-grants-2008_10 |
|---|
| ORD ID | ord-811918c1753e44b89ab07efca04ecc60 |
|---|
| Source note | uspto-grants-2008_10 |
|---|