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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1723819Generated: October 31, 2026

Lithium Hexamethyldisilazide → HCID 86614577, compound

https://huagongshe.com/reaction/1723819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant2H-Pyran-4-carboxylic acid, tetrahydro-, methyl esterHCID 2773520—
Reactant1-(Methanesulfonyl)-4-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]piperazineHCID 57559243—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86614577HCID 86614577—

Reaction Conditions

Temperature-10 °C

Reaction Steps

The 1-(methylsulfonyl)-4-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]piperazine (2.85 g, 0.008 mol) was dissolved in anhydrous THF (200 ml) and cooled to −10° C. under an argon atmosphere. 1.0M solution of lithium bis(trimethylsilyl)amide in THF (17.6 ml, 0.0176 mol) was added with cooling to −30° C. and the mixture added a solution of methyl-tetrahydro-2H-pyran-4-carboxylate (CAS Number 110238-91-0) in THF (2 ml). This was allowed to reach room temperature and stirred for 2 hours. The reaction was quenched with saturated NH4Cl solution and diluted with H2O and ethyl acetate. The organic phase was collected, dried over MgSO4, filtered and evaporated to dryness to yield crude 2-({4-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]piperazin-1-yl}sulfonyl)-1-(tetrahydro-2H-pyran-4-yl)ethanone. (3.64 g, 97%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07485644B2
Source datasetuspto-grants-2009_02
ORD IDord-f26838ec33f34678a56adc62b279bdd4
Source noteuspto-grants-2009_02