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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969373Generated: November 2, 2026

Methyl iodide → HCID 67296619, compound

https://huagongshe.com/reaction/1969373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 10878146HCID 10878146—
SolventDimethylformamideHCID 6228—
ProductHCID 67296619HCID 6729661992.8%

Reaction Conditions

Temperature-40 °C

Reaction Steps

To a mixture of NaH (0.48 g, 12 mmol, 60% mineral oil, Aldrich) in 15 mL of DMF was added a solution of (S)-5-((tetrahydro-2H-pyran-2-yloxy)methyl)pyrrolidin-2-one (2 g, 10 mmol) in 5 mL of DMF via a syringe at −40° C. The reaction was stirred at −40° C. for 1 hr. CH3I (0.9 mL, 12 mmol, Shanghai Jingchun Reagent Ltd.) was added dropwise via a syringe. The reaction was continued to stir at −40° C. for 4 hrs, and was quenched with 10 mL of saturated NaHSO3 aqueous solution. The mixture was extracted with ethyl acetate (50 mL×3). The combined organic phases were dried over Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (EtOAc) to give the desired product as colorless oil (1.98 g, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426585B2
Source datasetuspto-grants-2013_04
ORD IDord-ecdee3bd935b4778b815c092b5db3737
Source noteuspto-grants-2013_04