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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718548Generated: October 30, 2026

trans-4-Decen-1-al → 2-((6E)-Dodeca-2.6-dien-2-yl)naphthalene

https://huagongshe.com/reaction/718548

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttrans-4-Decen-1-alHCID 5702654—
Reactant1-(2-Naphthyl)ethyltriphenylphosphonium bromideHCID 19842179—
ReactantButyllithiumHCID 178418339—
Product2-((6E)-Dodeca-2.6-dien-2-yl)naphthaleneHCID 8670278644%

Reaction Conditions

Temperature25 °C

Reaction Steps

Starting from (1-(2-naphthyl)ethyltriphenylphosphonium bromide (4.50 g, 9.05 mmol, 1.0 equiv.), n-BuLi (1.6 M in hexanes, 5.7 mL, 9.05 mmol, 1.0 equiv.) and (E)-dec-4-enal (2.09 g, 13.6 mmol, 1.5 equiv.), and after stirring the mixture at 25° C. for 3 h, 1.16 g (44%) of the title compound as a light yellow oil was obtained after purification by flash chromatography on SiO2 (cyclohexane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193935B2
Source datasetuspto-grants-2015_11
ORD IDord-897723e5a3fa4f4299808f910217a686
Source noteuspto-grants-2015_11