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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718518Generated: October 31, 2026

trans-2,cis-6-Nonadienal → (4E,8Z)-Undeca-2.4.8-trienylbenzene

https://huagongshe.com/reaction/718518

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttrans-2,cis-6-NonadienalHCID 643731—
ReactantPhenethyltriphenylphosphonium bromideHCID 10863251—
ReactantButyllithiumHCID 178418339—
Product(4E,8Z)-Undeca-2.4.8-trienylbenzeneHCID 8670276561%

Reaction Steps

Starting from phenethyltriphenylphosphonium bromide (3.05 g, 6.82 mmol, 1.0 equiv.), n-BuLi (1.6M in hexanes, 4.3 mL, 6.82 mmol, 1.0 equiv.) and (2E,6Z)-nona-2,6-dienal (1.41 g, 10.2 mmol, 1.5 equiv.), 0.94 g (61%) of the title compound as a colorless oil was obtained after purification by flash chromatography on SiO2 (cyclohexane/EtOAc 995:5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193935B2
Source datasetuspto-grants-2015_11
ORD IDord-8b96fa257a3d43b19945964fea6d4d71
Source noteuspto-grants-2015_11