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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859905Generated: October 30, 2026

Acetone → HCID 58765446, compound

https://huagongshe.com/reaction/859905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantIndoline-2-carboxylic acid, (S)-HCID 2733920—
ProductHCID 58765446HCID 58765446—

Reaction Steps

(S)-(−)-indoline-2-carboxylic acid (2.0 g) was dissolved to a mixture of acetone (20 ml) and N,N-dimethylformamide (20 ml), and potassium carbonate (6.78 g) and methyliodide (3.05 ml) were added at room temperature. The reactive mixture was stirred at room temperature over night, and then filtered. The filtrate was concentrated by vacuum concentration and the obtained residue was diluted with ethyl acetate. The solution is poured into water and the water layer has been extracted by ethyl acetate. The organic layer was sequentially washed with water and saturated brine, and then dried by anhydrous sodium sulfate. The residue by removal of the solvent was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to give a title compound (1.7 g) having the following physical properties.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07153852B2
Source datasetuspto-grants-2006_12
ORD IDord-e2ac7cc6e6124b9295bdf5724e3fd106
Source noteuspto-grants-2006_12