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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456213Generated: October 29, 2026

Methyl iodide → HCID 58120020, compound

https://huagongshe.com/reaction/456213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hexamethyidisilazaneHCID 45051731—
Reactant[4-Methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid ethyl esterHCID 58120060—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58120020HCID 58120020—

Reaction Steps

To [4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid ethyl ester (0.100 g, 0.31 mmol) and iodomethane (0.04 mL, 0.63 mmol) in THF (5 mL) at −78° C. was added sodium hexamethyldisilazane (1M in THF; 0.63 mL, 0.63 mmol). The reaction was warmed to room temperature and stirred under N2 for 1 hour, and then quenched with H2O and partitioned between EtOAc and H2O. The aqueous layer was separated and extracted with EtOAc, and the combined organic layers were dried over MgSO4, filtered, and concentrated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497381B2
Source datasetuspto-grants-2013_07
ORD IDord-e05d10193b844a1fac68dfb408fdc7be
Source noteuspto-grants-2013_07