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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2047497Generated: October 25, 2026

2,6-Difluorobenzoyl chloride → 2,6-difluoro-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzamide

https://huagongshe.com/reaction/2047497

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Difluorobenzoyl chlorideHCID 87438—
Reactant4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734620—
SolventDichloromethaneHCID 6344—
Product2,6-difluoro-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzamideHCID 5341421195.8%

Reaction Steps

To a stirred solution of 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine (5.2 g, 24 mmol), TEA (5 mL) in dry DCM (50 mL) at 0° C. was added 2,6-difluoro-benzoyl chloride (3.0 mL, 24 mmol) dropwise. The mixture was allowed to warm to to room temperature over 2 h before it was washed with water (2×100 mL) and dried. Removal of solvents gave 2,6-difluoro-N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-benzamide (8.4 g, 23 mmol) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592486B2
Source datasetuspto-grants-2013_11
ORD IDord-13e4326f05434e96a3f9d6744ed0d171
Source noteuspto-grants-2013_11