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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1735309Generated: October 31, 2026

1,4-Dioxaspiro[4.5]decan-8-one → 8-(2,2,3,3-Tetrafluoro-2,3-dihydrobenzofuran-7-ylmethylene)-1,4-dioxaspiro[4.5]decane

https://huagongshe.com/reaction/1735309

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Dioxaspiro[4.5]decan-8-oneHCID 567415—
ReactantHCID 19705210HCID 19705210—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product8-(2,2,3,3-Tetrafluoro-2,3-dihydrobenzofuran-7-ylmethylene)-1,4-dioxaspiro[4.5]decaneHCID 19705236—

Reaction Steps

This compound is prepared in a manner analogous to that of Step B of Example 2, using 20.1 grams (0.039 mole) of (2,2,3,3-tetrafluoro-2,3-dihydrobenzofuran-7-ylmethyl)triphenylphosphonium bromide, 15.4 mL (0.039 mole) of n-butyllithium (2.5M in hexanes), and 5.0 grams (0.032 mole) of 1,4-cyclohexanedione mono-ethylene ketal in about 55 mL of dry tetrahydrofuran, yielding 8-(2,2,3,3-tetrafluoro-2,3-dihydrobenzofuran-7-ylmethylene)-1,4-dioxaspiro[4.5]decane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05536725
Source datasetuspto-grants-1996_07
ORD IDord-3e6932901d4c41ed95d7ad7355a98713
Source noteuspto-grants-1996_07