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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718551Generated: October 30, 2026

Tetrahydrofuran → 2-[(11E)-trideca-2.1 l-dien-2-yl]naphthalene

https://huagongshe.com/reaction/718551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant9-UndecenalHCID 6431148—
Reactant1-(2-Naphthyl)ethyltriphenylphosphonium bromideHCID 19842179—
Product2-[(11E)-trideca-2.1 l-dien-2-yl]naphthaleneHCID 8670278953%

Reaction Steps

Starting from (1-(2-naphthyl)ethyltriphenylphosphonium bromide (49.7 g, 100 mmol, 1.0 equiv.) in THF (400 mL), KtBuO (110 mL, 110 mmol, 1.1 equiv., 1M in THF) and (E)-undec-9-enal (16.8 g, 120 mmol, 1.2 equiv.) in THF (100 mL), 16.6 g (53%) of the title compound was obtained after purification by flash chromatography on SiO2 (hexane) as a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193935B2
Source datasetuspto-grants-2015_11
ORD IDord-6a88a498add74b1ba6e52a23cf6efc8e
Source noteuspto-grants-2015_11