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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491053Generated: October 25, 2026

N-Methyl-p-toluamide → N,4-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

https://huagongshe.com/reaction/1491053

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Methyl-p-toluamideHCID 140377—
ReagentBis(pinacolato)diboraneHCID 2733548—
ReagentHCID 178433626HCID 178433626—
CatalystBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
SolventTetrahydrofuranHCID 8028—
ProductN,4-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideHCID 16954636761%

Reaction Conditions

Temperature60 °C

Reaction Steps

Isolated by chromatography using deactivated silica gel and ethyl acetate and petroleum ether (10:1 to 2:1) as the eluent.

Provenance & Evidence

DOI10.1002/anie.201907366
Source datasetBorylation dataset from Roche
ORD IDord-89c0c19890bc4624973e1e0c5b5c3b97
Source noteBorylation dataset from Roche