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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379095Generated: October 31, 2026

Tetrahydrofuran → HCID 178470115, compound

https://huagongshe.com/reaction/379095

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantdicyclopropylmethanethioneHCID 638319—
ReactantLithium diisopropylamideHCID 2724682—
Reactant1-Tert-butyl 4-ethyl piperidine-1,4-dicarboxylateHCID 2758812—
ProductHCID 178470115HCID 17847011596%

Reaction Steps

To a stirred solution of ethyl N-(t-butoxycarbonyl)isonipecotate (1.06 g, 4.12 mmol) in THF (8 mL) at −78° C. was added LDA (1.5M, 2.75 mL, 4.12 mmol) dropwise, and the mixture was stirred for 30 minutes before addition of a solution of dicyclopropylthioketone (415 mg, 3.30 mmol) in THF (1 mL). After the addition, the reaction mixture was warmed to room temperature over 2 hours, quenched with satd aq NH4Cl, and extracted with EtOAc. The combined organic extracts were dried over Na2SO4, filtered, and concentrated to afford the title compound as a viscous oil (1.53 g, 96%), which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06297260B1
Source datasetuspto-grants-2001_10
ORD IDord-96908c0c68514d30833064cddde9ed82
Source noteuspto-grants-2001_10