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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 407861Generated: October 31, 2026

Furfuryl Alcohol → (1RS,2SR,6RS,7SR)-1-hydroxymethyl-4-(2,4,6-trimethylphenyl)-10-oxatricyclo-[5.2.1.02,6]dec-8-ene-3,5-dione

https://huagongshe.com/reaction/407861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFurfuryl AlcoholHCID 7361—
ReactantMagnesium diiodideHCID 5462737—
Reactant2-(2,4,6-Trimethylphenyl)cyclopent-4-ene-1,3-dioneHCID 66684424—
Product(1RS,2SR,6RS,7SR)-1-hydroxymethyl-4-(2,4,6-trimethylphenyl)-10-oxatricyclo-[5.2.1.02,6]dec-8-ene-3,5-dioneHCID 67284116—

Reaction Steps

Furfuryl alcohol (4 ml, 46.7 mmol) is added to 2-(2,4,6-trimethylphenyl)cyclopent-4-ene-1,3-dione (2.0 g, 9.3 mmol) and MgI2 (520 mg, 1.86 mmol) and the reaction is stirred for 17 hours. The reaction mixture is adsorbed onto silica gel and purified by column chromatography on silica gel to give (1RS,2SR,6RS,7SR)-1-hydroxymethyl-4-(2,4,6-trimethylphenyl)-10-oxatricyclo-[5.2.1.02,6]dec-8-ene-3,5-dione.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754242B2
Source datasetuspto-grants-2014_06
ORD IDord-1499e149ff694596b41c4a4955c9b88b
Source noteuspto-grants-2014_06