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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279253Generated: October 30, 2026

Methyl iodide → HCID 66981144, compound

https://huagongshe.com/reaction/2279253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 86693760HCID 86693760—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66981144HCID 6698114467.1%

Reaction Steps

To a solution of (R)-benzyl 2-oxooxazolidine-5-carboxylate (25a) (0.1 g 0.312 mmol) in THF (2 mL), cooled to 0° C., Sodium hydride (13.9 mg, 0.37 mmol, 50% dispersion in mineral oil) was added and stirred for 60 min. MeI (0.048 g, 0.343 mmol) was added drop-wise to the reaction mixture, slowly warmed to room temperature and stirred for further 2 h. After completion (by TLC), the reaction mixture was poured into saturated NH4Cl solution (10 mL) and extracted with EtOAc (2×5 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure to provide the crude residue which was purified by column chromatography to afford 25b (0.070 g, 67%) as a brown syrup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133182B2
Source datasetuspto-grants-2015_09
ORD IDord-1dd6b2d083a942c2a0852aefc59157d6
Source noteuspto-grants-2015_09