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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916889Generated: October 30, 2026

Water → HCID 69524698, compound

https://huagongshe.com/reaction/916889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHexaneHCID 8058—
Reactant2-(Hydroxymethyl)-3-methylcyclopent-2-en-1-oneHCID 15768146—
ReactantHCID 178506815HCID 178506815—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69524698HCID 6952469872%

Reaction Steps

2-(hydroxymethyl)-3-methyl-2-cyclopenten-1-one (2.98 g, 14.3 mmol) prepared in Example 15 was dissolved in 2 mL of tetrahydrofuran. This solution was added to a solution prepared by stirring indenyllithium (4.36 g, 35.8 mmol) dissolved in 30 mL of tetrahydrofuran at −30° C. The solution was stirred at room temperature for 12 hours. After adding 40 mL of water, the solution was extracted twice with 40 mL of diethyl ether using a separatory funnel. After taking the organic layer, moisture was removed with magnesium sulfate, and the solvent was removed using a rotary evaporator. A pure target compound (2.29 g, yield: 72%) was obtained by column chromatography (hexane:toluene=10:1) using silica.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07271277B2
Source datasetuspto-grants-2007_09
ORD IDord-4171a62d42a3406f859cb253e83fb079
Source noteuspto-grants-2007_09