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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490570Generated: October 31, 2026

4-tert-Butyltoluene → 1799485-26-9

https://huagongshe.com/reaction/1490570

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-tert-ButyltolueneHCID 7390—
ReagentBis(pinacolato)diboraneHCID 2733548—
Reagent3-pyridin-2-yl-2-(3-pyridin-2-yl-1H-1,3,2-benzodiazaborol-2-yl)-1H-1,3,2-benzodiazaboroleHCID 122380799—
CatalystBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
SolventCyclopentyl methyl etherHCID 138539—
Product1799485-26-9HCID 12237123044%

Reaction Conditions

Temperature125 °C

Reaction Steps

The general procedure A was followed using 1-(tert-butyl)-4-chlorobenzene (84.2 ul, 0.5 mmol) and B2pin2 (126.9 mg, 0.5 mmol, 1.0 eq.) as starting material. The resulting mixture was allowed to stir 16 hours at 125 oC. The 1H NMR conversion was 46%. 5ad was obtained as white solid (60.1 mg, 44%) after purification by silica gel flash chromatography (EtOAc/PE=1:40 v/v). m.p.: 70-72 oC.

Provenance & Evidence

DOI10.1021/jacs.5b05252
Source datasetBorylation dataset from Roche
ORD IDord-7fa3e0e65e7842b7a24def4d2d54161a
Source noteBorylation dataset from Roche