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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718511Generated: October 26, 2026

Citral → ((4E)-5,9-Dimethyldeca-2,4,8-trienyl)benzene

https://huagongshe.com/reaction/718511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitralHCID 638011—
ReactantPhenethyltriphenylphosphonium bromideHCID 10863251—
ReactantButyllithiumHCID 178418339—
Product((4E)-5,9-Dimethyldeca-2,4,8-trienyl)benzeneHCID 8670276129%

Reaction Steps

Starting from phenethyltriphenylphosphonium bromide (3.48 g, 7.78 mmol, 1.0 equiv.), n-BuLi (1.6 M in hexanes, 4.9 mL, 7.78 mmol, 1.0 equiv.) and (E)-3,7-dimethylocta-2,6-dienal (1.78 g, 11.7 mmol, 1.5 equiv.), 0.54 g (29%) 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-18138ae648174741b69593df5a40b3c2
Source noteuspto-grants-2015_11