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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 585521Generated: October 29, 2026

Ethyl Acetate → HCID 22337089, compound

https://huagongshe.com/reaction/585521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 22337086HCID 22337086—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
ProductHCID 22337089HCID 22337089—

Reaction Steps

Dess-Martin periodinane (1.9 g, 4.6 mmol) is added to a solution of 5-chloro-N-{2-[3-(hydroxymethyl)benzyl]-1-oxo-2,3-dihydro-1H-isoindol-4-yl}-2-thiophenecarboxamide (1.6 g, 3.8 mmol) in dichloromethane (38 ml) and pyridine (1.5 ml) and the mixture is stirred at room temperature for 6 h, and saturated aqueous sodium bicarbonate solution is then added. After addition of ethyl acetate and phase separation, the aqueous phase is extracted with ethyl acetate. The combined organic phases are dried (sodium sulfate), filtered and concentrated under reduced pressure. The desired product is purified by flash chromatography (dichloromethane/methanol mixtures). Yield: 1.5 g, 97% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06933295B2
Source datasetuspto-grants-2005_08
ORD IDord-27091271bae64e3b87f5baec30bf222f
Source noteuspto-grants-2005_08