Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898762Generated: November 1, 2026

Imidazole → Methyl 5-acetoxy-2-tert-butyldimethylsilyloxymethyl-4-methoxyhydrocinnamate

https://huagongshe.com/reaction/1898762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantMethyl 5-Acetoxy-2-formyl-4-methoxyhydrocinnamateHCID 23372351—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
ProductMethyl 5-acetoxy-2-tert-butyldimethylsilyloxymethyl-4-methoxyhydrocinnamateHCID 23372362—

Reaction Steps

To a solution of methyl 5-acetoxy-2-formyl-4-methoxyhydrocinnamate (3.31 g) and imidazole (2.42 g) in methylene chloride (25 ml) is added a solution of tert-butylchlorodimethylsilane (2.73 g) in methylene chloride (25 ml). The mixture is stirred at room temperature for about 60 minutes, diluted with ether and water, and the organic layer washed with water, brine, dried over magnesium sulfate, filtered and concentrated in vacuo to give the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05571506
Source datasetuspto-grants-1996_11
ORD IDord-cf38f96581534566aa8c89c9a242ad2a
Source noteuspto-grants-1996_11