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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109795Generated: October 30, 2026

Dimethylformamide → (+)-3-[4-[N-n-Propyl-N-(5-Methoxychroman-3-Yl)Amino]Butyl]-2,4-Dioxo-3-Azaspiro[4.5]Decane (Oxalate)

https://huagongshe.com/reaction/1109795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-IodopropaneHCID 33643—
Reactant(+)-3-[4-[N-(5-Methoxychroman-3-Yl)Amino]Butyl]-2,4-Dioxo-3-Azaspiro[4.5]DecaneHCID 18966575—
SolventWaterHCID 962—
Product(+)-3-[4-[N-n-Propyl-N-(5-Methoxychroman-3-Yl)Amino]Butyl]-2,4-Dioxo-3-Azaspiro[4.5]Decane (Oxalate)HCID 1896657083%

Reaction Conditions

Temperature60 °C

Reaction Steps

1.5 mmol of the compound prepared in Example 1 are dissolved in 10 ml of dimethylformamide in the presence of 4.4 mmol of 1-iodopropane and 4.4 moles of potassium carbonate. After stirring for 24 hours at 60° C., the solvent is evaporated and the crude reaction mixture is taken up in 10 ml of water and extracted with dichloro-methane. The organic phase is dried and evaporated and the expected product is obtained after purification by chromatography on a silica column. It is salified with oxalic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05322944
Source datasetuspto-grants-1994_06
ORD IDord-6365452dd5324e1d97766f2665960ab2
Source noteuspto-grants-1994_06