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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275412Generated: October 30, 2026

Thionyl Chloride → HCID 90408245, compound

https://huagongshe.com/reaction/2275412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acidHCID 46739492—
CatalystDimethylformamideHCID 6228—
SolventChloroformHCID 6212—
ProductHCID 90408245HCID 90408245—

Reaction Conditions

Temperature35 °C

Reaction Steps

3-Methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid (700 mg, 2.67 mmol) was placed into 100 ml round bottom flask equipped with a stir bar. 3.0 ml of anhydrous chloroform was added to the flask followed by 2.0 ml of thionyl chloride and 1 drop of anhydrous DMF. The reaction mixture was stirred at 35° C. for 3 hours and then at room temperature overnight. LCMS of the sample after quenching a small amount with MeOH showed that no acid left. The solvent and excess thionyl chloride was removed under vacuum to give SKC-03-071. SKC-03-071 was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09127024B2
Source datasetuspto-grants-2015_09
ORD IDord-fb7d125eff1c417d85b68e2002f7bcea
Source noteuspto-grants-2015_09