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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1821675Generated: November 1, 2026

Water → HCID 22940193, compound

https://huagongshe.com/reaction/1821675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloroformHCID 6212—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 20154117HCID 20154117—
CatalystBenzyl triethylammonium chlorideHCID 66133—
ProductHCID 22940193HCID 2294019382.4%

Reaction Steps

In chloroform (12 mL) was dissolved 304 mg (2.05 mmol) of 2-methoxy-1-methyl-3-vinylbenzene, 5 mL (63 mmol) of 50% aqueous sodium hydroxide solution was added dropwise to the solution, then, 59.9 mg (0.263 mmol) of benzyl-(triethyl)ammonium chloride was added to the mixture, and the resulting mixture was stirred at room temperature overnight. The reaction mixture was poured into water, and extracted with chloroform. The organic layer was successively washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off and the obtained residue was purified by preparative thin-layer chromatography (available from MERCK CO., 1.05744, 3 plates were used, developed by hexane:ethyl acetate=4:1) to obtain 390 mg (1.69 mmol, Yield: 82.4%) of 1-(2,2-dichlorocyclopropyl)-2-methoxy-3-methylbenzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07608563B2
Source datasetuspto-grants-2009_10
ORD IDord-e99be850d8894226a4f9f3e3389f3574
Source noteuspto-grants-2009_10