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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2364618Generated: October 31, 2026

Iodoethane → Ethyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate

https://huagongshe.com/reaction/2364618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantCesium carbonateHCID 10796—
Reactant2-(3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetic acidHCID 3583205—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
ProductEthyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetateHCID 5321714065%

Reaction Steps

To 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetic acid (0.50 g, 1.91 mmol) in 20 mls of dry DMF was added cesium carbonate (1.24 g, 3.82 mmole) and iodoethane (0.20 mls, 2.48 mmol). This mixture was stirred at room temperature for 16 hours, then diluted with brine, extracted twice with EtOAc, extracts washed with brine (2×), dried over sodium sulfate and concentrated under reduced pressure to give 360 mgs (65%) of ethyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691809B2
Source datasetuspto-grants-2014_04
ORD IDord-ba8dd237222a43058bdbe5112c7df798
Source noteuspto-grants-2014_04