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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507672Generated: October 30, 2026

Water → (7R)-benzyl 2,4-dioxo-1,3-diazaspiro[4.4]nonane-7-carboxylate

https://huagongshe.com/reaction/1507672

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 numberUS09221819B2
Source datasetuspto-grants-2015_12
ORD IDord-77d3f67b18c24bbbb40cb6af408abb5a
Source noteuspto-grants-2015_12