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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626257Generated: October 25, 2026

1-(2,3-Dihydro-1-benzofuran-5-yl)propan-1-one → 4-(1-(6-Chloropyridin-3-yl)-2-(2,3-dihydrobenzofuran-5-yl)but-1-enyl)phenol

https://huagongshe.com/reaction/626257

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2,3-Dihydro-1-benzofuran-5-yl)propan-1-oneHCID 4067388—
Reactant(6-chloropyridin-3-yl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanoneHCID 89655790—
Product4-(1-(6-Chloropyridin-3-yl)-2-(2,3-dihydrobenzofuran-5-yl)but-1-enyl)phenolHCID 12356601937%

Reaction Steps

According to general procedure of McMurry reaction as example 1, step D described, 1-(2,3-dihydrobenzofuran-5-yl)propan-1-one (610 mg, 1.1 eq) was reacted with (6-chloropyridin-3-yl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanone (1.0 g, 1.0 eq) to give 440 mg desired product (37%, Z/E=1/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309211B2
Source datasetuspto-grants-2016_04
ORD IDord-39d3d5bdc9d94a8b8ebc991cead30689
Source noteuspto-grants-2016_04