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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848404Generated: October 30, 2026

Allyltributylstannane → 4-methyl-5-prop-2-en-1-yl-2-benzofuran-1(3H)-one

https://huagongshe.com/reaction/1848404

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyltributylstannaneHCID 90628—
ReactantLithium ChlorideHCID 433294—
Reactant5-Bromo-4-methylisobenzofuran-1(3H)-oneHCID 59568711—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product4-methyl-5-prop-2-en-1-yl-2-benzofuran-1(3H)-oneHCID 66646536—

Reaction Steps

To a flask charged with 5-bromo-4-methyl-2-benzofuran-1(3H)-one (320 mg, 1.409 mmol) and a stir bar was added allyl tri-n-butyltin (0.655 mL, 2.11 mmol), Pd(PPh3)4 (244 mg, 0.211 mmol), lithium chloride (179 mg, 4.23 mmol), and toluene (15 mL). The reaction was purged with nitrogen 2 times then was heated at reflux for 4 hours. The product was separated by silica gel chromatography to give 4-methyl-5-prop-2-en-1-yl-2-benzofuran-1(3H)-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952166B2
Source datasetuspto-grants-2015_02
ORD IDord-bdca25ca03cf434594a989bf573bdb3a
Source noteuspto-grants-2015_02