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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662529Generated: October 26, 2026

Imidazole → Methyl 4-((((1,1-dimethylethyl)(dimethyl)silyl)oxy)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-2-carboxylate

https://huagongshe.com/reaction/1662529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantMethyl 2'-fluoro-4-(hydroxymethyl)-5'-(methyloxy)-1,1'-biphenyl-2-carboxylateHCID 57705645—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-((((1,1-dimethylethyl)(dimethyl)silyl)oxy)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-2-carboxylateHCID 5770663296%

Reaction Conditions

Temperature25 °C

Reaction Steps

A 50 mL round bottom flask was charged with 66.13E (1.19 g, 4.1 mmol), tert-butyldimethylchlorosilane (commercially available from Aldrich) (0.68 g, 4.5 mmol), DMF (4 mL), and imidazole (0.70 g, 10 mmol). The mixture was stirred overnight at 25° C. and then diluted with hexanes. The organic phase was washed with 1 N HCl, water, and brine, dried (MgSO4), and concentrated to afford 83.18A (1.6 g, 96% yield) as a colorless oil. The product thus obtained was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030354B2
Source datasetuspto-grants-2011_10
ORD IDord-462eab21371249bba6f0a7f5f5e7bcfa
Source noteuspto-grants-2011_10