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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245712Generated: November 1, 2026

Methyl iodide → HCID 67365258, compound

https://huagongshe.com/reaction/245712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantIsopropyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamateHCID 67363825—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67365258HCID 67365258134.5%

Reaction Steps

To isopropyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate (0.298 mmol, 0.10 g) in tetrahydrofuran (1 ml) at room temperature were subsequently added sodium hydride (60% dispersion in mineral oil, 0.350 mmol, 0.014 g) and iodomethane (0.803 mmol, 0.05 ml). After 1 hour aqueous ammonium chloride solution was added and extracted with dichloromethane (three times). The combined organic extracts were dried (sodium sulfate) and concentrated in vacuo to yield isopropyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl(methyl)carbamate (0.14 g) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658794B2
Source datasetuspto-grants-2014_02
ORD IDord-ae4c4da0567c4285976ecd7b83e12160
Source noteuspto-grants-2014_02