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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 654543Generated: October 30, 2026

Tetrahydrofuran → (E)-3-(7-(4-fluorophenyl)-9,9-dimethyl-1,4-dioxaspiro-{4,5}dec-7-en-8-yl)propenal

https://huagongshe.com/reaction/654543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantLithium diisopropylamideHCID 2724682—
ReactantN-cyclohexylethanimineHCID 10964544—
Reactant7-(4-Fluorophenyl)-9,9-dimethyl-1,4-dioxaspiro{4,5}-dec-7-en-8-carboxaldehydeHCID 15056962—
Product(E)-3-(7-(4-fluorophenyl)-9,9-dimethyl-1,4-dioxaspiro-{4,5}dec-7-en-8-yl)propenalHCID 15056963—

Reaction Steps

In a manner similar to Scheme I, 26 (2.08 g, 7.17 mmol) was treated with the LDA-derived anion of ethylidenecyclohexylamine (1.36 g, 10.8 mmol) in anhydrous THF at 0°-5° C. and after workup and purification by SiO2 using 6:1 hexanes:EtOAc as eluent provided 1.25 g of orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05132312
Source datasetuspto-grants-1992_07
ORD IDord-60eb72126d984c0193f424c64c64853a
Source noteuspto-grants-1992_07