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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410132Generated: October 31, 2026

Methyl iodide → HCID 86766954, compound

https://huagongshe.com/reaction/2410132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
ReactantHCID 86766904HCID 86766904—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 86766954HCID 86766954—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of the product from example 76 (100 mg, 0.18 mmol) in THF (2 mL) at −78° C. was added KHMDS (217 μL, 0.22 mmol, 1M in THF) and the mixture was stirred at −78° C. for 15 min. Methyl iodide (34 μL, 0.54 mmol) was added and the mixture was allowed to warm to rt and the mixture was stirred at rt for 20 h. The reaction mixture was diluted with EtOAc and extracted with a 5% citric acid solution. The organic layer was washed with brine, dried (Na2SO4), filtered and concentrated. The residue was purified by preparative HPLC, then the residue was lyophilized in dioxane. tR: 1.25 min (LC-MS 2); ESI-MS: 566.3/568.2 [M+H]+ (LC-MS 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815926B2
Source datasetuspto-grants-2014_08
ORD IDord-1ec95fb1232643a6bf1326fee5ed6f53
Source noteuspto-grants-2014_08