Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42010Generated: October 26, 2026

Dimethyl Sulfoxide → (3-Cyclopropoxyphenyl)boronic acid

https://huagongshe.com/reaction/42010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantDichloromethaneHCID 6344—
ReactantBis(pinacolato)diboraneHCID 2733548—
Reactant1-Bromo-3-cyclopropoxybenzeneHCID 57416951—
SolventEthyl AcetateHCID 8857—
Product(3-Cyclopropoxyphenyl)boronic acidHCID 6739433137.2%

Reaction Steps

A mixture of 1-bromo-3-cyclopropoxybenzene (1.36 mmol, 0.289 g), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (2.11 mmol, 0.321 mmol), PdCl2dppf.DCM (0.14 mmol, 0.112 g), KAcO (6.11 mmol, 0.600 g) in a DMSO (3 ml) was heated at 130° C. for 45 minutes, under argon atmosphere in a microwave oven. Ethyl acetate was added and filtered through celite. The organic phase was washed with water and evaporated. The crude mixture was purified by reverse phase using a water/AcN/MeOH system gradient affording 0.090 g (yield 23%) of the expected product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536165B2
Source datasetuspto-grants-2013_09
ORD IDord-94d740c927e444fe9813916260d9a07a
Source noteuspto-grants-2013_09