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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1516112Generated: November 3, 2026

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

https://huagongshe.com/reaction/1516112

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-butyldimethysilyloxy-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, 0.94 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 numberUS08226929B2
Source datasetuspto-grants-2012_07
ORD IDord-986d705eb6054513a7fc1463583fe451
Source noteuspto-grants-2012_07