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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751889Generated: October 28, 2026

2-Methylbenzenesulfonic acid → 1-Tert-butyldimethylsilyloxy-2-tetrahydropyranyloxy-2-(4-tertbutylphenyl) ethane

https://huagongshe.com/reaction/1751889

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methylbenzenesulfonic acidHCID 6925—
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant1-Tert-butyldimethylsilyloxy-2-hydroxy-2-(4-tert-butylphenyl)ethaneHCID 59678651—
SolventDichloromethaneHCID 6344—
Product1-Tert-butyldimethylsilyloxy-2-tetrahydropyranyloxy-2-(4-tertbutylphenyl) ethaneHCID 59678640—

Reaction Steps

1-Tert-butyldimethylsilyloxy-2-hydroxy-2-(4-tert-butylphenyl)ethane (0.5 g, 1.622 mmol) is dissolved in dichloromethane and to it is added dihydropyran (0.163 g, 1.94 mmol) and toluenesulfonic acid (33 mg, 0.194 mmol). The reaction is stirred for 2 hours after which the mixture is washed with water and dried. The crude residue obtained after concentration is purified by flash chromatography (silica gel; ethyl acetate/hexanes) to obtain the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09161997B2
Source datasetuspto-grants-2015_10
ORD IDord-e4d0e1440b314cb5a70dcebf9a8f2629
Source noteuspto-grants-2015_10