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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672730Generated: November 1, 2026

Lithium diisopropylamide → HCID 178515678, compound

https://huagongshe.com/reaction/1672730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium diisopropylamideHCID 2724682—
ReactantTrifluoro-methanesulfonic acid 3,5-dichloro-4-methanesulfonyloxymethyl-phenyl esterHCID 86634570—
ReactantHCID 178516222HCID 178516222—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178515678HCID 178515678—

Reaction Steps

To a solution of trans-1-(4-fluoro-cyclohexyl)-pyrrolidin-2-one (252 mg, 1.36 mmol) in 13 mL dry THF, add 1.09 mL of 2M LDA (1.2 eq.) in THF dropwise at −78° C. Then, add 821 mg of trifluoro-methanesulfonic acid 3,5-dichloro-4-methanesulfonyloxymethyl-phenyl ester (1.5 eq) at −78° C. Allow the resulting solution to stand at room temp for overnight. Quench the mixture with saturated aqueous NH4Cl and extract with CH2Cl2. Wash the organic layer with water, then brine, and dry over Na2SO4, filter and concentrate. Purify the crude material by chromatography to afford the title compound: mass spectrum (m/z): 358 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998999B2
Source datasetuspto-grants-2011_08
ORD IDord-c1077c8b0b99418bafd9e0bbb8aaf073
Source noteuspto-grants-2011_08