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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092024Generated: October 26, 2026

Magnesium monoxide → 2-Oxa-4-azatetracyclo[6.3.1.16,10.01,5]tridecan-3-one

https://huagongshe.com/reaction/2092024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMagnesium monoxideHCID 6850729—
Reactant1-Adamantyl carbamateHCID 12437646—
Reactant2-[2-(Carboxylatomethyl)-3-iodophenyl]acetateHCID 21945688—
CatalystAcetic acid, rhodium salt (4:2)HCID 423677—
SolventDichloromethaneHCID 6344—
Product2-Oxa-4-azatetracyclo[6.3.1.16,10.01,5]tridecan-3-oneHCID 280744577%

Reaction Steps

Tricyclo[3.3.1.13,7]dec-1-yl carbamate (100 mg, 0.512 mmol), iodobenzenediacetate (220 mg, 0.683 mmol), magnesium oxide (50 mg, 1.24 mmol) and rhodium (II) acetate dimer (22 mg, 0.050 mmol) were stirred in dichloromethane (3 mL) at 50° C. for 5 hours. After completion of the reaction, the reaction solution was filtered, and the solid was washed with chloroform and the filtrate was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1→2/1) to give the desired product (77% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440666B2
Source datasetuspto-grants-2013_05
ORD IDord-d4ce184fdb4f48e6b71ded0bd1b8f1ab
Source noteuspto-grants-2013_05