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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096818Generated: November 1, 2026

Triethylamine → 4-[3-(tert-Butyldimethylsilanyloxy)propyl]oxazole

https://huagongshe.com/reaction/1096818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant4-OxazolepropanolHCID 66783465—
SolventDichloromethaneHCID 6344—
Product4-[3-(tert-Butyldimethylsilanyloxy)propyl]oxazoleHCID 6678382185.1%

Reaction Steps

To a sol. of 3-oxazol-4-yl-propan-1-ol (1.14 g, 8.96 mmol) in dry CH2Cl2 (25 mL) at 0° C. were added Et3N (3.12 mL, 22.4 mmol) and TBDMS-Cl (2.02 g, 13.4 mmol). The reaction mixture was stirred at rt overnight, and the mixture was concentrated under reduced pressure. The residue was diluted in Et2O, and the mixture was washed with water. The org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (heptane/Et2O; 30:1→1:1) yielded the title compound (1.84 g, 85%). LC-MS: tR=1.06, ES+: 242.28.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138340B2
Source datasetuspto-grants-2012_03
ORD IDord-20aaa7d101204993833c5404ec08108a
Source noteuspto-grants-2012_03