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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 885176Generated: October 30, 2026

Phenol → [(3-Methylbut-3-en-1-yl)oxy]benzene

https://huagongshe.com/reaction/885176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantTriphenylphosphineHCID 11776—
Reactant3-Methyl-3-buten-1-olHCID 12988—
ReactantDi-tert-butyl azodicarboxylateHCID 97268—
SolventTetrahydrofuranHCID 8028—
Product[(3-Methylbut-3-en-1-yl)oxy]benzeneHCID 12441681—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a stirred solution of 3-methyl-3-buten-1-ol (1.17 ml) in tetrahydrofuran (30 ml) were added sequentially phenol (1.32 g), triphenylphosphine (3.85 g) and di-tert-butyl azodicarboxylate (3.27 g). The mixture was heated at 70° C. overnight and then was concentrated in vacuo. The residue was purified by column chromatography (SiO2; gradient: heptane/EtOAc 100:0→70:30) to give (3-methyl-but-3-enyloxy)-benzene (2.06 g, quant.) as a colourless semi-solid which crystallized on standing.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242153B2
Source datasetuspto-grants-2012_08
ORD IDord-f8e822b89edd484aa736bf14c4e5429f
Source noteuspto-grants-2012_08