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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093792Generated: October 31, 2026

1,2-Dimethoxyethane → HCID 58257096, compound

https://huagongshe.com/reaction/2093792

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantCesium fluorideHCID 25953—
Reactant4-Bromo-2-fluoro-5-methylanilineHCID 7018040—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
ProductHCID 58257096HCID 58257096—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 4,4,4,4-tetramethyl-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-1,3,2-dioxaborolane (532.0 mg, 2.0 mmol), 4-bromo-2-fluoro-5-methylaniline (406.0 mg, 2.0 mmol), tetrakis(triphenylphosphine)palladium(0) (231.1 mg, 0.2 mmol), cesium fluoride (912.0 mg, 6.0 mmol), 1,2-dimethoxyethane (4 mL) and methanol (2 mL) was degassed for 5 min and then heated at 130° C. in a microwave reactor for 15 min. The reaction was concentrated in vacuo, and purified by silica chromatography (EtOAC/Hexanes:3/7) to afford 2-fluoro-5-methyl-4-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)aniline; ESMS m/z 264.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445505B2
Source datasetuspto-grants-2013_05
ORD IDord-25103c306f534feea38a766be04d9581
Source noteuspto-grants-2013_05