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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1502039Generated: October 29, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 5-ethenyl-6-methyl-2-benzofuran-1(3H)-one

https://huagongshe.com/reaction/1502039

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant2-(6-Methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl methanesulfonateHCID 86647296—
SolventDichloromethaneHCID 6344—
Product5-ethenyl-6-methyl-2-benzofuran-1(3H)-oneHCID 66643811—

Reaction Steps

To a mixture of 2-(6-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl methanesulfonate (2.0 g, 7.4 mmol) and TEA (5 mL) in DCM (50 mL) was added DBU (5 mL) slowly at 0° C. The mixture was stirred at r.t. overnight, and then diluted with 50 mL of DCM, washed with 2 N HCl in three times and brine. The organic layer was dried and concentrated to dryness. The residue was purified by prep-TLC to give 5-ethenyl-6-methyl-2-benzofuran-1(3H)-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206199B2
Source datasetuspto-grants-2015_12
ORD IDord-2b87678a9c874f4f98905eacd1610254
Source noteuspto-grants-2015_12