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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2207787Generated: October 31, 2026

Acetyl chloride → 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridin-1(2H)-yl)ethan-1-one

https://huagongshe.com/reaction/2207787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
Reactant1,2,3,6-Tetrahydropyridine-4-boronic acid, pinacol ester hydrochlorideHCID 49761084—
SolventDichloromethaneHCID 6344—
Product1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridin-1(2H)-yl)ethan-1-oneHCID 56737678108%

Reaction Steps

To a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine hydrochloride (2.9 g, 11.8 mmol) in DCM (30 mL) were added Et3N (3.6 g, 35.4 mmol) and acetyl chloride (AcCl) (932 mg, 11.8 mmol). The reaction mixture was stirred at room temperature for 1 hour, then diluted with DCM (20 mL), washed with H2O (20 mL). The organic layer was washed with brine (20 mL), dried over Na2SO4, and filtered, evaporated to give the crude product (3.2 g, crude). ESI-MS (M+1): 252 calc. for C13H22BNO3 251.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376450B2
Source datasetuspto-grants-2016_06
ORD IDord-4764618e84a049738a69992bceaafef9
Source noteuspto-grants-2016_06