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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 342106Generated: October 29, 2026

Methyl iodide → HCID 15888165, compound

https://huagongshe.com/reaction/342106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantTasimelteonHCID 10220503—
SolventTetrahydrofuranHCID 8028—
ProductHCID 15888165HCID 1588816569%

Reaction Steps

To a solution of (trans)-N-[[2-(2,3-dihydrobenzofuran-4-yl)cyclopropyl]methyl]propanamide (120 mg, 0.6 mmol) in THF (1.5 mL) was added sodium hydride (30 mg of 60%, 0.75 mmol). The mixture was allowed to stir for 0.5 h and iodomethane (140 mg, 1 mmol) was added. After stirring for 18 h, the solution was concentrated in vacuo. The residue was dissolved in acetonitrile and washed with hexane. The acetonitrile solution was concentrated in vacuo and the residue purified by chromatography on silica eluting with ethyl acetate-hexane (2:8) to give the product as an amber oil (90 mg, 69%). Anal. Calc'd for C16H21NO2. 0.2H2O: C, 73.08; H, 8.20; N 5.33; Found: C, 72.91; H, 8.24; N, 5.23.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05856529
Source datasetuspto-grants-1999_01
ORD IDord-87e3e82feaae4df68d479ccb8174773f
Source noteuspto-grants-1999_01