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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061019Generated: October 31, 2026

Imidazole → HCID 22709782, compound

https://huagongshe.com/reaction/1061019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantMethanolHCID 887—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantMethyl 6-hydroxymethyl-5,6,7,8-tetrahydro-2-naphthalenecarboxylateHCID 13851838—
SolventDimethylformamideHCID 6228—
ProductHCID 22709782HCID 22709782—

Reaction Steps

In N,N-dimethylformamide (5 ml), (2RS)-2-hydroxymethyl-6-methoxycarbonyl-1,2,3,4-tetrahydronaphthalene (1.71 g) was dissolved, followed by the addition of imidazole (0.81 g) and tert-butyldimethylsilyl chloride (1.81 g) under ice cooling. The resulting mixture was stirred at room temperature for 14 hours. After the addition of methanol, the mixture was concentrated under reduced pressure. The concentrate was diluted with ethyl acetate, washed with water and then dried over anhydrous sodium sulfate. The residue obtained by distilling off the solvent under reduced pressure was purified by chromatography on a silica gel column (hexane:ethyl acetate=50:1), whereby a yellow solid (2.20 g, 85%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06525042B1
Source datasetuspto-grants-2003_02
ORD IDord-1b7949180d174d7cb77547329b67fa3e
Source noteuspto-grants-2003_02