Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984514Generated: October 30, 2026

1-Iodonaphthalene → Naphthalene

https://huagongshe.com/reaction/984514

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-IodonaphthaleneHCID 7004—
ReactantHexaneHCID 8058—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductNaphthaleneHCID 93130%

Reaction Steps

Following General Procedure I, a mixture of hexane washed KH (160 mg, 4.0 mmol, 2.0 equiv), (Z)-21 (344 mg, 2.0 mmol, 1.0 equiv), 1-iodonaphthalene (292 μL, 2.0 mmol) and Pd(dba)2 (58 mg, 0.1 mmol, 0.05 equiv) was stirred in DME (4 mL) at room temperature for 15 min, and then was filtered through SiO2. Purification by column chromatography (RP C18, MeOH/H2O, 9/1) afforded 219 mg (49%) of (Z)-152a and 77 mg (30%) of naphthalene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06867323B2
Source datasetuspto-grants-2005_03
ORD IDord-604c957b1eca40e79807a170af418ecb
Source noteuspto-grants-2005_03