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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1356847Generated: November 1, 2026

Benzene → N-Methyl-N-[4-(1-methyl-1-phenylethyl)benzyl]-(3-isopropenylbenzyl)amine

https://huagongshe.com/reaction/1356847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantHexaneHCID 8058—
Reactanttrans-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-methyl-(3-bromo-4-fluorobenzyl)amineHCID 18509463—
ReactantButyllithiumHCID 178418339—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
ProductN-Methyl-N-[4-(1-methyl-1-phenylethyl)benzyl]-(3-isopropenylbenzyl)amineHCID 18509461—

Reaction Steps

Methyl triphenyl phosphonium bromide (1.67 g; 4.68 mmol) was added to benzene (20 ml). While the mixture was stirred under nitrogen atmosphere at room temperature, n-butyl lithium in n-hexane (1.63 M: 2.9 ml; 4.73 mmol) was added dropwise. The mixture was stirred for 5 minutes, and Compound 28 (1.16 g; 3.12 mmol) in benzene (5 ml) was added dropwise thereto, followed by stirring overnight at room temperature. Reaction was stopped by pouring the mixture into ice/water, followed by extraction with benzene (100 ml).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586633B1
Source datasetuspto-grants-2003_07
ORD IDord-8e60c00351554a89965fccaf63c77770
Source noteuspto-grants-2003_07