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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360159Generated: October 29, 2026

Methyl iodide → HCID 10774373, compound

https://huagongshe.com/reaction/1360159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
Reactant1-Pyrrolidinecarboxylic acid, 2-oxo-, 1,1-dimethylethyl esterHCID 379000—
ReactantLiHMDS tetrahydrofuranHCID 23714775—
SolventTetrahydrofuranHCID 8028—
ProductHCID 10774373HCID 1077437340.4%

Reaction Conditions

Temperature-78 °C

Reaction Steps

300 mg (1.61 mmol) of 2-oxo-pyrrolidin-1-carboxylic acid t-butyl ester was dissolved in tetrahydrofuran and then cooled to −78° C. To the resulting solution, was dropwise added a solution of 1.7 mL (1.7 mmol) of 1.0 M lithium bis(trimethylsilyl)amide tetrahydrofuran, followed by stirring for 1 hour. 0.19 mL (3.05 mmol) of iodomethane was dropwise added thereto. Thereafter, the temperature was gradually raised to −30° C. for 2 hours. 50 mL of ethyl acetate was added to the solution, and the reaction solution was washed with aqueous ammonium chloride, and an organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, then the residue was purified by column chromatography to give 130 mg (0.65 mmol) of the title compound in a yield of 40%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879848B2
Source datasetuspto-grants-2011_02
ORD IDord-5594c03475a94808aec87212c60b7d0d
Source noteuspto-grants-2011_02