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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718516Generated: October 31, 2026

4-(1,3-Benzodioxol-5-yl)-2-butanone → 5-(3-Methyl-5-phenylpent-3-enyl)benzo[d][1,3]dioxole

https://huagongshe.com/reaction/718516

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(1,3-Benzodioxol-5-yl)-2-butanoneHCID 62098—
ReactantPhenethyltriphenylphosphonium bromideHCID 10863251—
ReactantButyllithiumHCID 178418339—
Product5-(3-Methyl-5-phenylpent-3-enyl)benzo[d][1,3]dioxoleHCID 6798582730.7%

Reaction Steps

Starting from phenethyltriphenylphosphonium bromide (1.82 g, 4.07 mmol, 1.0 equiv.), n-BuLi (1.6 M in hexanes, 2.6 mL, 4.07 mmol, 1.0 equiv.) and 4-(benzo[d][1,3]dioxol-5-yl)butan-2-one (1.17 g, 6.10 mmol, 1.5 equiv.), 0.35 g (30%) of the title compound as a colorless oil was obtained after purification by flash chromatography on SiO2 (cyclohexane/EtOAc 99:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193935B2
Source datasetuspto-grants-2015_11
ORD IDord-67393ee1c683402babca401f3224ff50
Source noteuspto-grants-2015_11