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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1825045Generated: November 2, 2026

Tributylvinyltin → 2-Methoxy-7-vinyl-naphthalene

https://huagongshe.com/reaction/1825045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylvinyltinHCID 81998—
ReactantLithium ChlorideHCID 433294—
ReactantMethanesulfonic acid, trifluoro-, 7-methoxy-2-naphthalenyl esterHCID 10892112—
CatalystHCID 178418476HCID 178418476—
Product2-Methoxy-7-vinyl-naphthaleneHCID 2214496797.8%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of (Ph3P)2PdCl2 (1.752 g), LiCl (6.36 g), and trifluoromethanesulfonic acid 7-methoxy-naphthalen-2-yl ester (15.3 g) was added dropwise tributyl(vinyl)tin (19.02 g). The resulting mixture was stirred over 4 h at 90° C. The reaction was quenched with water and extracted with CH2Cl2. The organic layer was washed with water and dried over MgSO4. After concentration, the crude product was purified by flash chromatography eluting with 20% ethyl acetate in hexanes to give the title compound as an oil (9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07045551B2
Source datasetuspto-grants-2006_05
ORD IDord-ef4095385e1d466d89f26722f924be1f
Source noteuspto-grants-2006_05