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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 455909Generated: October 30, 2026

Methyl iodide → Methyl 1-((tert-butoxycarbonyl)amino)-4-oxocyclohexanecarboxylate

https://huagongshe.com/reaction/455909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(((Tert-butoxy)carbonyl)amino)-4-oxocyclohexane-1-carboxylic acidHCID 24729768—
SolventDimethylformamideHCID 6228—
ProductMethyl 1-((tert-butoxycarbonyl)amino)-4-oxocyclohexanecarboxylateHCID 57190358—

Reaction Steps

3.90 g potassium carbonate and 1.30 ml methyl iodide are added to 4.65 g 1-tert.-butoxycarbonylamino-4-oxo-cyclohexanecarboxylic acid in 45 ml N,N-dimethylformamide and the reaction mixture is stirred for three hours at ambient temperature. Then the solvent is distilled off using the rotary evaporator and the residue is divided between 10% potassium carbonate solution and diethyl ether. The aqueous phase is separated off and extracted with diethyl ether and the combined organic phases are washed with saturated sodium chloride solution, dried on magnesium sulphate and evaporated down. A colourless oil is left, which slowly crystallises.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497369B2
Source datasetuspto-grants-2013_07
ORD IDord-ff9796a59a6f44e39b2b85b0fa8022bb
Source noteuspto-grants-2013_07