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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 279232Generated: October 29, 2026

4-Hydroxybenzaldehyde → 4-{[tert-Butyl(dimethyl)silyl]oxy}benzaldehyde

https://huagongshe.com/reaction/279232

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-{[tert-Butyl(dimethyl)silyl]oxy}benzaldehydeHCID 1087913361.9%

Reaction Steps

(3) 4-Hydroxybenzaldehyde (20 g, 0.164 mol) was dissolved in DMF (60 ml) and stirred at RT as imidazole (22.3 g, 0.328 mol) and tert-butyldimethylsilyl chloride (32.1 g, 0.213 mol) were added. The reaction mixture was stirred for 16 h. The solution was diluted with EtOAc, washed with water, brine, then dried (MgSO4) and concentrated in-vacuo to afford 24 g of crude 4-(tert-butyldimethylsilanyloxy)benzaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06362217B1
Source datasetuspto-grants-2002_03
ORD IDord-2e1c3176a6ef478a84e23df04e7e17ae
Source noteuspto-grants-2002_03