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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7709Generated: October 25, 2026

Triethylamine → 2-(3-{[Tert-butyl-(dimethyl)silyl]oxy}-4-methylphenyl)-1,3-benzoxazole

https://huagongshe.com/reaction/7709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
Reactant5-(1,3-Benzoxazol-2-yl)-2-methylphenolHCID 21991000—
SolventDichloromethaneHCID 6344—
Product2-(3-{[Tert-butyl-(dimethyl)silyl]oxy}-4-methylphenyl)-1,3-benzoxazoleHCID 69584544—

Reaction Steps

A solution of 5-(1,3-benzoxazol-2-yl)-2-methylphenol (0.8 g, 3.5 mmol) and triethylamine (0.6 mL, 4.3 mmol) in CH2Cl2 (20 mL) was cooled to 0° C. and TBDMS-OTf (900 mL, 3.9 mmol) was added. The reaction was slowly warmed to rt and EtOAc (200 mL) was added. The mixture was washed with H2O (3×50 mL), dried (MgSO4), filtered, and concentrated in vacuo to afford 2-(3-{[tert-butyl-(dimethyl)silyl]oxy}-4-methylphenyl)-1,3-benzoxazole as light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087601B2
Source datasetuspto-grants-2006_08
ORD IDord-9672a9bf59e345cd9f19654b6ed0dbbb
Source noteuspto-grants-2006_08