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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57530Generated: October 25, 2026

Water → N-methyl-2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)acetamide

https://huagongshe.com/reaction/57530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-chloro-N-methylacetamideHCID 66773—
Reactant3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 2734623—
SolventDimethylformamideHCID 6228—
ProductN-methyl-2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)acetamideHCID 7111350272%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (220 mg, 1.0 mmol), 2-chloro-N-methylacetamide (129 mg, 1.2 mmol), and K2CO3 (207 mg, 1.5 mmol) in DMF (1.5 mL) was stirred at 80° C. overnight. The mixture was poured into water and extracted with EtOAc. The combined extracts were dried over Na2SO4, filtered, and concentrated. The residue was purified by chromatography to give the title compound in the yield of 72%. MS (m/z): 292 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434726B2
Source datasetuspto-grants-2016_09
ORD IDord-c6e219f999f64a718ee70fa1f2939375
Source noteuspto-grants-2016_09