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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718532Generated: October 30, 2026

2-Acetylnaphthalene → 2-(4-(4-Methoxyphenyl)but-2-en-2-yl)naphthalene

https://huagongshe.com/reaction/718532

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AcetylnaphthaleneHCID 7122—
Reactantp-Methoxyphenethyltriphenylphosphonium bromideHCID 85891800—
ReactantButyllithiumHCID 178418339—
Product2-(4-(4-Methoxyphenyl)but-2-en-2-yl)naphthaleneHCID 6798273748.3%

Reaction Steps

Starting from p-methoxyphenethyltriphenylphosphonium bromide (3.15 g, 6.60 mmol, 1.0 equiv.), n-BuLi (1.6 M in hexanes, 4.2 mL, 6.60 mmol, 1.0 equiv.) and 1-(naphthalen-2-yl)ethanone (1.69 g, 9.90 mmol, 1.5 equiv.), 0.92 g (48%) of the title compound as a yellow oil was obtained after purification by flash chromatography on SiO2 (hexanes/EtOAc 995:5→99:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193935B2
Source datasetuspto-grants-2015_11
ORD IDord-52b85ca40836468b8abf4305f43af5e6
Source noteuspto-grants-2015_11