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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
ReactantAmmonium CarbonateHCID 517111—
Reactant(R)-benzyl 3-oxocyclopentanecarboxylateHCID 86668857—
SolventEthanolHCID 702—
Product(7R)-benzyl 2,4-dioxo-1,3-diazaspiro[4.4]nonane-7-carboxylateHCID 68179167—

Reaction Conditions

Temperature70 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877749B2
Source datasetuspto-grants-2014_11
ORD IDord-24fdb3dcca614906b838a33b7cfb166d
Source noteuspto-grants-2014_11