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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403376Generated: October 30, 2026

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 2-(6-Chlorobenzofuran-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

https://huagongshe.com/reaction/1403376

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 5017741—
Reactant6-Chloro-1-benzofuranHCID 17842438—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product2-(6-Chlorobenzofuran-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 70664887—

Reaction Steps

To a solution of 6-chloro-1-benzofuran (2 g, 13.11 mmol) in tetrahydrofuran (30 mL) was added n-BuLi (10 mL, 2.5N) at −78° C. and stirred for 1.5 h. Then 4,4,5,5-tetramethyl-2-(propan-2-yloxy)-1,3,2-dioxaborolane (4.4 g, 23.65 mmol) was added and stirred for 1.5 h. The reaction solution was quenched by water (100 mL), extracted with ethyl acetate (3×50 mL), dried over anhydrous magnesium sulfate and concentrated under vacuum to give 2-(6-chloro-1-benzofuran-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane as a reddish crude solid (3 g, crude).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-803e0da02447406d8dce976e3477f492
Source noteuspto-grants-2014_12