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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 19534Generated: October 25, 2026

Methanesulfonic Acid → 5-Methyl-3-oxo-1-phenylindene-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/19534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(3-Methylbenzoyl)-3-phenyl acrylic acid ethyl esterHCID 68696893—
SolventDichloromethaneHCID 6344—
Product5-Methyl-3-oxo-1-phenylindene-2-carboxylic acid ethyl esterHCID 6869929227.5%

Reaction Steps

2-(3-Methylbenzoyl)-3-phenyl acrylic acid ethyl ester (1 g, 3.39 mmol) obtained in Step 2 was dissolved in dichloromethane, and methanesulfonic acid (5.22 g, 54.35 mmol) was added thereto, followed by stirring for 3 hrs at RT. Once the reaction was completed, the mixture was cooled to 0° C., neutralized with sodium bicarbonate, and extracted with dichloromethane. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 273 mg of the titled compound (yield: 27%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745439B2
Source datasetuspto-grants-2010_06
ORD IDord-4bdb37fea78e49ed9039741b1fdd5db3
Source noteuspto-grants-2010_06