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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 711336Generated: November 1, 2026

Methyl iodide → HCID 118492037, compound

https://huagongshe.com/reaction/711336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 118492083HCID 118492083—
SolventTetrahydrofuranHCID 8028—
ProductHCID 118492037HCID 11849203774.1%

Reaction Conditions

Temperature-60 °C

Reaction Steps

To a solution of (S)-N-((S)-1-(3-fluoro-5-(trifluoromethyl)phenyl)ethyl)-2-methyl propane-2-sulfinamide (350 mg, 1.12 mmol) in THF (10 mL) under N2 atmosphere, was dropwise added LHMDS (2.24 mL, 1 M in THF, 2.24 mmol) at −60° C. The reaction was stirred for 30 min at −60° C. followed by addition of MeI (240 mg, 1.69 mmol). The mixture was stirred at rt for another 3 h and quenched with water at 0° C. The resulting mixture was extracted with EtOAc (2×40 mL). The organic layers were dried over anhydrous Na2SO4 and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (PE/EtOAc=5/1 to 2/1) to give the title compound (270 mg, yield: 74%); m/z (ES+): 326 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181259B2
Source datasetuspto-grants-2015_11
ORD IDord-3af5a1ca52014f63af77e576e2edc4a8
Source noteuspto-grants-2015_11