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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27633Generated: October 26, 2026

Hydrochloric Acid → 4-Hydroxy-3-(2-hydroxy-1,1-dimethylethyl)phenyl methanesulphonate

https://huagongshe.com/reaction/27633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant(2-Hydroxy-3,3-dimethyl-2H-1-benzofuran-5-yl) methanesulfonateHCID 536079—
ReactantSodium borohydrideHCID 4311764—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product4-Hydroxy-3-(2-hydroxy-1,1-dimethylethyl)phenyl methanesulphonateHCID 2334128090%

Reaction Steps

2,3-Dihydro-2-hydroxy-3,3-dimethylbenzofuran-5-yl methane sulphonate (129 parts) was added to a solution of sodium hydroxide (120 parts) in water (1200 parts) and methanol (320 parts). Sodium borohydride (19 parts) was added portionwise with vigorous stirring at 15°-20° C. The mixture was stirred for three hours, then acidified with hydrochloric acid and filtered to give 4-hydroxy-3-(2-hydroxy-1,1-dimethylethyl)phenyl methanesulphonate (117 parts, 90% yield). Recrystallisation from 1,2-dichloroethane gave the pure product, melting point 122°-124° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04222767
Source datasetuspto-grants-1980_09
ORD IDord-09d560dda3a94843bf575787c4f34d7b
Source noteuspto-grants-1980_09