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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27642Generated: October 26, 2026

Water → 2,3-Dihydro-3,3-dimethylbenzofuran-5-yl methanesulphonate

https://huagongshe.com/reaction/27642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Hydroxy-3-(2-hydroxy-1,1-dimethylethyl)phenyl methanesulphonateHCID 23341280—
SolventDimethylformamideHCID 6228—
Product2,3-Dihydro-3,3-dimethylbenzofuran-5-yl methanesulphonateHCID 23341291—

Reaction Conditions

Temperature15 °C

Reaction Steps

Thionyl chloride (83 parts) was added dropwise with cooling to dimethyl formamide (260 parts). To this mixture was then added dropwise a solution of 4-hydroxy-3-(2-hydroxy-1,1-dimethylethyl)phenyl methanesulphonate (180 parts) (from Example 1) in dimethyl formamide (190 parts) with stirring at about 15° C. The mixture was then stirred for one hour at room temperature and for five hours at 100° C. Addition to water (2000 parts) caused precipitation of an off-white solid which was filtered off and recrystallised from aqueous ethanol to give 2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulphonate (65.2 parts) identical with the product of Example 37(a) above.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04222767
Source datasetuspto-grants-1980_09
ORD IDord-aaeac6e959af423bb1ad47aca5202ef7
Source noteuspto-grants-1980_09