Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483166Generated: October 30, 2026

Methyl iodide → HCID 78128153, compound

https://huagongshe.com/reaction/1483166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 78128152HCID 78128152—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 78128153HCID 7812815385.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

Compound 14b (350 mg, 1.44 mmol) was dissolved in dried tetrahydrofuran, cooled to 0° C. NaH (86.4 mg, 2.16 mmol) was added, and iodomethane (0.18 mL, 2.88 mmol) was added dropwise. After the addition was completed, the reaction mixture was raised to room temperature for reacting overnight. The reaction was monitored by TLC (petroleum ether/ethyl acetate=5/1). After the reaction completed, the mixture was diluted with water, and extracted with ethyl acetate. The organic phase was combined, washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate. Column chromatography (petroleum ether/ethyl acetate=8/1) afforded 315 mg of white solid (compound 14c), yield 85%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416144B2
Source datasetuspto-grants-2016_08
ORD IDord-f2810e658be445d3a4e7ab3a5ffb9aa5
Source noteuspto-grants-2016_08