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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257985Generated: October 30, 2026

Toluene → 1-Chloro-3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzene

https://huagongshe.com/reaction/1257985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2-MethoxyethanolHCID 8019—
ReactantSodium HydroxideHCID 14798—
Reactant1,3-Dichloro-2-methyl-4-(methylsulfonyl)benzeneHCID 67249179—
Product1-Chloro-3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzeneHCID 6688569981.2%

Reaction Steps

1,3-Dichloro-2-methyl-4-(methylsulfonyl)benzene (13.1 g) and toluene (40 mL) were mixed, and 2-methoxyethanol (4.49 g) and sodium hydroxide (4.55 g) were added, followed by heating and refluxing for 3 hours. After completion of the reaction, the mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. To the obtained residue, a mixed solvent of methanol (12 mL) and water (48 mL) was added, followed by stirring for a while. Then, the formed solid was collected by filtration, further washed with water and dried to obtain 1-chloro-3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzene (12.4 g) as slightly yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466089B2
Source datasetuspto-grants-2013_06
ORD IDord-a2cd616ffb7741e5906d1d36092e2778
Source noteuspto-grants-2013_06