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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490568Generated: October 31, 2026

Benzene, 1-chloro-4-(1,1-dimethylethyl)- → HCID 129946666, compound

https://huagongshe.com/reaction/1490568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-chloro-4-(1,1-dimethylethyl)-HCID 77594—
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—
ProductHCID 129946666HCID 12994666680%

Reaction Conditions

Temperature100 °C

Reaction Steps

The general procedure A was followed using 1-(tert-butyl)-4-chlorobenzene (79.1 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 100 oC. 5aa was obtained as white solid (118.0 mg, 80%) after purification by silica gel flash chromatography (EtOAc/PE=1:50 v/v). m.p.: 73-75 oC.

Provenance & Evidence

DOI10.1021/jacs.5b05252
Source datasetBorylation dataset from Roche
ORD IDord-db591dda52a34d67a62a70de910a941f
Source noteBorylation dataset from Roche