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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749638Generated: October 27, 2026

Triethylamine → 2-[6-(tert-Butyl-dimethyl-silanyloxy)-hex-1-enyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

https://huagongshe.com/reaction/749638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4,4,5,5-Tetramethyl[1,3,2]dioxaborolaneHCID 2734768—
Reactant(But-3-yn-1-yloxy)(tert-butyl)dimethylsilaneHCID 4304567—
CatalystHCID 178420592HCID 178420592—
Product2-[6-(tert-Butyl-dimethyl-silanyloxy)-hex-1-enyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolaneHCID 69200177724.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a mixture of tert-butyl-but-3-ynyloxy-dimethyl-silane (I) (1.0 g, 7.14 mmol) and 4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (II) (958 mg, 7.49 mmol) were added bis(cyclopentadienyl)zirconium chloride hydride (183 mg, 0.714 mmol) and triethylamine (72 mg, 0.714 mmol). The resulting mixture was heated at 60° C. for 6 hours and was diluted with hexanes. The precipitate was removed by filtering over a short pad of silica gel and washed with hexanes. The filtrate was concentrated and dried through vacuum to give 1.76 g (93%) of the title compound as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402703B2
Source datasetuspto-grants-2008_07
ORD IDord-6ed94f1ada1a434abaf4285c2a59b800
Source noteuspto-grants-2008_07