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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 422569Generated: October 27, 2026

Stannane, tributyl(1-ethoxyethenyl)- → 6-Chloro-1-(1-ethoxyvinyl) phthalazine

https://huagongshe.com/reaction/422569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannane, tributyl(1-ethoxyethenyl)-HCID 619414—
Reactant1,6-DichlorophthalazineHCID 14322333—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
Product6-Chloro-1-(1-ethoxyvinyl) phthalazineHCID 66675000—

Reaction Conditions

Temperature100 °C

Reaction Steps

In a glass tube, a mixture of 1,6-dichlorophthalazine (1.18 g, 5.93 mmol) in 7.0 mL of DMF was treated with copper(I) iodide (113 mg, 0.59 mmol), tetrakistriphenylphosphine palladium (343 mg, 0.29 mmol) followed by tributyl(1-ethoxyvinyl)stannane (2.10 mL, 6.23 mmol). The glass tube was sealed and heated at 100° C. for 25 min in a microwave. The mixture was loaded on a silica gel column, eluting with 50-100% EtOAc in Hexanes, to provide 6-chloro-1-(1-ethoxyvinyl) phthalazine as a brown oil. MS (ESI, pos. ion) m/z: 235.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101612B2
Source datasetuspto-grants-2012_01
ORD IDord-22362c8564c7439db906b0c3c03831f4
Source noteuspto-grants-2012_01