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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070990Generated: November 2, 2026

Imidazole → HCID 86647421, compound

https://huagongshe.com/reaction/2070990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant5-tert-ButylsalicylaldehydeHCID 1475090—
SolventDimethylformamideHCID 6228—
ProductHCID 86647421HCID 86647421114.3%

Reaction Steps

To a stirred solution of 5-tert-butyl-2-hydroxybenzaldehyde (570 mg, 3.2 mmol) in DMF (5 mL) was added imidazole (435 mg, 6.4 mmol) and TBSCl (576 mg, 3.8 mmol). The reaction mixture was stirred for 15 h and quenched with saturated aqueous NH4Cl. The resulting mixture was extracted with EtOAc (2×20 mL). The combined organic layer was washed with H2O, brine, dried with Na2SO4 and concentrated under reduced pressure to provide 5-tert-butyl-2-(tert-butyldimethylsilyloxy)benzaldehyde (1.07 g, quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299267B2
Source datasetuspto-grants-2012_10
ORD IDord-2d911cdc494948caa7f12b9a8afadba8
Source noteuspto-grants-2012_10