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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215943Generated: October 30, 2026

Sodium Iodide → Benzyl 2-cyclohexyl-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate

https://huagongshe.com/reaction/215943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantCyclohexylamineHCID 7965—
ReactantPotassium CarbonateHCID 11430—
Reactant1-Benzyl 4-methyl 4-(2-chloroethyl)piperidine-1,4-dicarboxylateHCID 58893184—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
ProductBenzyl 2-cyclohexyl-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylateHCID 5889318048.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 1-benzyl 4-methyl 4-(2-chloroethyl)piperidine-1,4-dicarboxylate (0.5 g, 0.001 mol), cyclohexanamine (0.18 mL, 0.0016 mol), sodium iodide (0.22 g, 0.0015 mol) and potassium carbonate (0.61 g, 0.0044 mol) in DMF (5.0 mL) was stirred and heated at 120° C. for overnight. Then the reaction mixture was diluted with brine, and extracted with ethyl acetate (3X). The combined organic layers were dried over Na2SO4, filtered, and concentrated. The residue was purified by combiflash (ethyl acetate in hexanes: 40%) to give 180 mg of benzyl 2-cyclohexyl-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193207B2
Source datasetuspto-grants-2012_06
ORD IDord-f6ad03e7e65e49de8e2381d668032cee
Source noteuspto-grants-2012_06