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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1621010Generated: November 2, 2026

o-Xylyl bromide → HCID 65376405, compound

https://huagongshe.com/reaction/1621010

Reaction equation

Participants

RoleNameHCIDCharge
Reactanto-Xylyl bromideHCID 6992—
ReactantDiisopropylamineHCID 7912—
ReactantCyanocyclobutaneHCID 78148—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 65376405HCID 65376405—

Reaction Conditions

Temperature-78 °C

Reaction Steps

n-BuLi (0.018 mol, 7.2 ml, 2.5M) was added to a solution of diisopropylamine (1.7 g, 0.017 mol) in THF (15 mL) at −78° C. After 5 minutes neat cyclobutancarbonitrile (1.2 g, 0.015 mol) was added and the mixture was stirred at −78° C. for 1 hour. Then a solution of 1-(bromomethyl)-2-methylbenzene (3.3 g, 0.018 mol) in THF (3 mL) was added and the mixture was stirred at −78° C. for 1 hour. The mixture was quenched with water and extracted with EtOAc. The organic phase was concentrated and the residue was directly used to the next step without further purification. MS: m/z 186 (M+H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772500B2
Source datasetuspto-grants-2014_07
ORD IDord-355a28d43c764865a3d20737b93a581f
Source noteuspto-grants-2014_07