HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 331102Generated: October 29, 2026
Water → (7R)-benzyl 2,4-dioxo-1,3-diazaspiro[4.4]nonane-7-carboxylate
https://huagongshe.com/reaction/331102
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Ammonium Carbonate | HCID 517111 | — |
| Reactant | (R)-benzyl 3-oxocyclopentanecarboxylate | HCID 86668857 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (7R)-benzyl 2,4-dioxo-1,3-diazaspiro[4.4]nonane-7-carboxylate | HCID 68179167 | — |
Reaction Steps
To (R)-benzyl 3-oxocyclopentanecarboxylate (0.5 g, 2.291 mmol) in ethanol (5 mL) were sequentially added sodium cyanide (0.281 g, 5.73 mmol), ammonium carbonate (2.86 g, 29.8 mmol) and water (5.00 mL) at room temperature. The contents were heated at 70° C. (oil bath temp.) for 3 hours. The reaction mixture was kept at room temperature for 10 min. Solid separates out. The solid was filtered and washed with water (3×10 mL). The solid was dried overnight under vacuum (155 mg, 0.538 mmol, 23.5%) and used as such for the subsequent step without further purification. MS (ESI) m/z 289.16 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08877749B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-24fdb3dcca614906b838a33b7cfb166d |
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| Source note | uspto-grants-2014_11 |
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