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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606594Generated: October 26, 2026

Methyl iodide → Methyl 4-propanoylbenzoate

https://huagongshe.com/reaction/606594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactantp-Propionylbenzoic acidHCID 20202—
ReactantSodium BicarbonateHCID 516892—
SolventSodium ChlorideHCID 5234—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-propanoylbenzoateHCID 1566690577.4%

Reaction Steps

4-propionylbenzoic acid (890 mg, 5 mmol), NaHCO3 (1.26 g, 15 mmol), and iodomethane (935 μL, 15 mmol) in DMF (10 mL) were stirred at RT overnight. The mixture was diluted with saturated aqueous NaCl (50 mL) and extracted with ether (3×50 mL). The organic phase was washed with water (50 mL), dried, and evaporated. Flash chromatography (90 g silica, 2/1 petroleum ether—EtOAc) gave white solids of 4-Propionyl-benzoic acid methyl ester (744 mg, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915300B2
Source datasetuspto-grants-2011_03
ORD IDord-1d84fb9e4c3745f0a814f70e41eec3d0
Source noteuspto-grants-2011_03