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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 866263Generated: October 25, 2026

3-Bromotoluene → 2-(3-Methylphenyl)benzonitrile

https://huagongshe.com/reaction/866263

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromotolueneHCID 11560—
Reactant2-BromobenzonitrileHCID 16272—
ReactantHCID 178418306HCID 178418306—
CatalystZincchlorideHCID 3007855—
CatalystHCID 178420538HCID 178420538—
Product2-(3-Methylphenyl)benzonitrileHCID 139424346.7%

Reaction Steps

3-Bromotoluene (17.5 mmoles, 3.0 g) was reacted with t-BuLi(19.3 mmoles) and ZnCl2 (19.3 moles, 2.62 g) followed by a Ni(PPh3)4 coupling to 2-bromobenzonitrile (17.5 mmole, 3.2 g) as in Preparation 1. The intermediate was purified by chromatography over silica gel eluted with 20% ether in hexane to yield 1.58 g of 2-(3-methylphenyl)-benzonitrile (MS)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05569768
Source datasetuspto-grants-1996_10
ORD IDord-ff2a7eb06dc740409509107adbe4abc7
Source noteuspto-grants-1996_10