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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718550Generated: October 30, 2026

3,5,5-Trimethylhexanal → 2-(5.7.7-Trimethyloct-2-en-2-yl)naphthalene

https://huagongshe.com/reaction/718550

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5,5-TrimethylhexanalHCID 21574—
Reactant1-(2-Naphthyl)ethyltriphenylphosphonium bromideHCID 19842179—
ReactantButyllithiumHCID 178418339—
Product2-(5.7.7-Trimethyloct-2-en-2-yl)naphthaleneHCID 8670278846.2%

Reaction Conditions

Temperature25 °C

Reaction Steps

Starting from (1-(2-naphthyl)ethyltriphenylphosphonium bromide (2.80 g, 5.63 mmol, 1.0 equiv.), n-BuLi (1.6 M in hexanes, 3.5 mL, 5.63 mmol, 1.0 equiv.) and 3,5,5-trimethylhexanal (1.20 g, 8.44 mmol, 1.5 equiv.), and after stirring the mixture at 25° C. for 3 h, 0.73 g (46%) 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-c8b157e8fa2a484eaa8601c93efd8daf
Source noteuspto-grants-2015_11