Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573297Generated: October 30, 2026

Water → Ethyl 3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-3-(1-[{2-(trimethylsilyl)ethoxy}methyl]-1H-benzo[d]imidazol-2-yl)acrylate

https://huagongshe.com/reaction/573297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
Reactant[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl](1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazol-2-yl)methanoneHCID 86688959—
ProductEthyl 3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-3-(1-[{2-(trimethylsilyl)ethoxy}methyl]-1H-benzo[d]imidazol-2-yl)acrylateHCID 131732831—

Reaction Steps

[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl](1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazol-2-yl)methanone (1.0 g) was added to a solution of triethyl phosphonoacetate (0.498 mL) and NaH (60% in oil, 0.109 g) in THF (10 mL) at 0° C. The mixture was stirred at room temperature under a dry atmosphere for 1 h. The mixture was poured into water at room temperature and extracted with AcOEt. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/AcOEt) to give the title compound (1.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029536B2
Source datasetuspto-grants-2015_05
ORD IDord-542e03d53c804455bbaae150a31af284
Source noteuspto-grants-2015_05