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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466089Generated: October 30, 2026

Allyltributylstannane → 5-allyl-2-benzofuran-1(3H)-one

https://huagongshe.com/reaction/1466089

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyltributylstannaneHCID 90628—
ReactantLithium ChlorideHCID 433294—
Reactant5-BromophthalideHCID 603144—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product5-allyl-2-benzofuran-1(3H)-oneHCID 66643984—

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 5-bromo-2-benzofuran-1(3H)-one (15.0 g, 70.4 mmol), allyl-tributyl-stannane (25.6 g, 77.5 mmol), LiCl (11.8 g, 282 mmol) and Pd(PPh3)4 (1.2 g, 1.0 mmol) in 100 mL toluene was heated under N2 at 90-100° C. overnight. After cooling to RT, the mixture was diluted with 250 mL EtOAc and filtered. The filtrate was washed with water and brine, dried over anhydrous Na2SO4 and concentrated to dryness. The residue was purified via column (DCM/Pet Ether=1:5) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999990B2
Source datasetuspto-grants-2015_04
ORD IDord-cce39d8a1d174af782e59f3386c95da8
Source noteuspto-grants-2015_04