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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718535Generated: October 30, 2026

trans-4-Decen-1-al → 1-((6E)-Dodeca-2,6-dienyl)-4-methylbenzene

https://huagongshe.com/reaction/718535

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttrans-4-Decen-1-alHCID 5702654—
Reactant(2-(P-Tolyl)ethyl)triphenylphosphonium bromideHCID 20466351—
ReactantButyllithiumHCID 178418339—
Product1-((6E)-Dodeca-2,6-dienyl)-4-methylbenzeneHCID 8670277657%

Reaction Steps

Starting from p-methylphenethyltriphenylphosphonium bromide (2.90 g, 6.29 mmol, 1.0 equiv.), n-BuLi (1.6 M in hexanes, 3.9 mL, 6.29 mmol, 1.0 equiv.) and (E)-dec-4-enal (1.45 g, 9.43 mmol, 1.5 equiv.), 0.92 g (57%) of the title compound as a colorless oil was obtained after purification by flash chromatography on SiO2 (cyclohexane/EtOAc 997:3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193935B2
Source datasetuspto-grants-2015_11
ORD IDord-9def2371bf404502974f068bd00ed14b
Source noteuspto-grants-2015_11