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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1012653Generated: October 26, 2026

Imidazole → 5-(Tert-butyldimethylsilyloxy)-2-fluorobenzaldehyde

https://huagongshe.com/reaction/1012653

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantEthyl AcetateHCID 8857—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant2-Fluoro-5-hydroxybenzaldehydeHCID 587247—
SolventDimethylformamideHCID 6228—
Product5-(Tert-butyldimethylsilyloxy)-2-fluorobenzaldehydeHCID 13861695—

Reaction Steps

Compound 508 (1.5 g, 10.7 mmol) was dissolved in dry DMF (40 mL) under an argon atmosphere. tert-Butyl-chloro-dimethyl-silane (2.43 g, 16.1 mmol) and imidazole (1.1 g, 16.1 mmol) was added. Stirred at RT for 2 h, added EtOAc (250 mL) and then washed with water (2×100 mL), 4% MgSO4 (2×75 mL), dried (MgSO4), filtered, and concentrated in vacuo to afford the crude product as yellow oil. Purified by chromatography using EtOAc/petroleum ether (40-60)(1:20) as the eluent, affording the title compound as an colourless, clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977387B2
Source datasetuspto-grants-2011_07
ORD IDord-53b0c7c024f14f7a94e90f85814a9069
Source noteuspto-grants-2011_07