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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382567Generated: November 1, 2026

Water → HCID 57436873, compound

https://huagongshe.com/reaction/2382567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantHCID 9799516HCID 9799516—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 57436873HCID 57436873—

Reaction Steps

To a solution [1-(2,2-dimethyl-chroman-6-yl)-2-(3,4,5-trimethoxy-phenyl)-ethanone (3.4 mg, 0.009 mmol) dissolved in anhydrous dichloromethane (1.0 mL) is added TsCl (1.94 mg, 0.011 mmol), DMAP (1.24 mg, 0.011 mmol) and TEA (21.3 μL, 0.015 mmol). The reaction mixture continues stirring at room temperature overnight. The next day, the reaction mixture is diluted with water. The aqueous layer is separated and extracted with ethyl acetate (3×). All combined organic layers are dried over Na2SO4, filtered, and concentrated to yield an oil. The crude material is purified using silica gel chromatography to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263042B2
Source datasetuspto-grants-2012_09
ORD IDord-1bae615f71594ebb8cc34e50ec12dbcf
Source noteuspto-grants-2012_09