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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2188014Generated: October 29, 2026

tert-Butyldimethylsilyl chloride → Ethyl 2-((tert-butyldimethylsilyl)oxy)-6-methylbenzoate

https://huagongshe.com/reaction/2188014

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 2-hydroxy-6-methylbenzoateHCID 584222—
SolventDichloromethaneHCID 6344—
ProductEthyl 2-((tert-butyldimethylsilyl)oxy)-6-methylbenzoateHCID 6958552793%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 2-hydroxy-6-methyl-benzoic acid ethyl ester (5.00 g, 27.8 mmol) and t-butyl-di-methylsilyl chloride (6.27 g, 41.6 mmol) in dichloromethane (100 ml) was added diisopropyl ethylamine. The solution was stirred at 50° C. for 24 hours, washed with water, brine, dried (MgSO4), filtered and the solvent evaporated in vacuo, which afforded 7.6 g (93%) of 2-(tert-butyl-dimethyl-silanyloxy)-6-methyl-benzoic acid ethyl ester as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410556B1
Source datasetuspto-grants-2002_06
ORD IDord-446bf611177844abb603d7372db184a5
Source noteuspto-grants-2002_06