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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173225Generated: November 1, 2026

Allyltributylstannane → Methyl 2-cyano-4-(prop-2-en-1-yl)benzoate

https://huagongshe.com/reaction/2173225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyltributylstannaneHCID 90628—
ReactantLithium ChlorideHCID 433294—
ReactantMethyl 4-bromo-2-cyanobenzoateHCID 58484706—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductMethyl 2-cyano-4-(prop-2-en-1-yl)benzoateHCID 67515990—

Reaction Steps

A mixture of methyl 4-bromo-2-cyanobenzoate (230 mg, 0.96 mmol), allyl-tributyl-stannane (381 mg, 1.2 mmol), LiCl (126 mg, 2.87 mmol) and Pd(PPh3)4 (23 mg) in anhydrous toluene was refluxed under N2 overnight. Distilled off the solvent under reduce pressure, the residue was purified with prep-TLC to give the product methyl 2-cyano-4-(prop-2-en-1-yl)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056859B2
Source datasetuspto-grants-2015_06
ORD IDord-22b7bc4085c44f388eb315de9bbd67cd
Source noteuspto-grants-2015_06