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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1799357Generated: November 1, 2026

Toluene → 2,2'-Dimethoxy-1,1'-binaphthalene

https://huagongshe.com/reaction/1799357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethyl SulfateHCID 6497—
ReactantBinolHCID 11762—
ReactantSodium HydroxideHCID 14798—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
Product2,2'-Dimethoxy-1,1'-binaphthaleneHCID 235616—

Reaction Steps

14.3 g 2,2′-Dihydroxy-1,1′-binaphthyl prepared in the step a) of the Example 19, 40 ml sodium hydroxide with the concentration of 7.5%, 0.5 g tetrabutylammonium hydrogen sulfate and 40 ml methylbenzene are added to a round bottom flask with the volume of 100 mL. 16.4 g dimethyl sulfate is dropwise added to the round bottom flask to perform stirring reaction at 70° C.; and after the reaction is performed for 4 hours, the reaction product is filtered to obtain 2,2′-dimethoxy-1,1′-binaphthyl. The methylbenzene is separated from the filtrate. The aforementioned reaction is repeated, and recycling of the methylbenzene five times leads to the results in Table 7.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344080B2
Source datasetuspto-grants-2013_01
ORD IDord-a001cbe75c8e4e9b91c4ce9c16498b8d
Source noteuspto-grants-2013_01