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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 429644Generated: October 29, 2026

Imidazole → HCID 54550938, compound

https://huagongshe.com/reaction/429644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-ButyldiphenylchlorosilaneHCID 94078—
ReactantHCID 18354985HCID 18354985—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 54550938HCID 5455093896.1%

Reaction Steps

To a solution of benzyl 2-hydroxymethylindole-4-carboxylate (456 mg) and imidazole (364 mg) in N,N-dimethylformamide (10 ml) was added tert-butyldiphenylsilyl chloride (802 mg) and the solution was stirred at ambient temperature for 2 hours. The resulting mixture was diluted with ethyl acetate (30 ml) and washed successively with water and brine. The organic layer was dried over magnesium sulfate and concentrated in vacuo. The residue was purified be silica gel column chromatography (eluent; n-hexane:ethyl acetate=15:1) to give benzyl 2-tert-butyldiphenylsilyloxymethylindole-4-carboxylate (810 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06316482B1
Source datasetuspto-grants-2001_11
ORD IDord-37704fc6d8b04f798683550b6c933420
Source noteuspto-grants-2001_11