Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052309Generated: October 31, 2026

Methanol → 3-Ethynyl-2,4-difluoro-1,5-dimethoxybenzene

https://huagongshe.com/reaction/1052309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantCesium fluorideHCID 25953—
Reactant[(2,6-Difluoro-3,5-dimethoxyphenyl)ethynyl](trimethyl)silaneHCID 89963360—
SolventTetrahydrofuranHCID 8028—
Product3-Ethynyl-2,4-difluoro-1,5-dimethoxybenzeneHCID 8671917195.3%

Reaction Steps

To a stirred solution of [(2,6-difluoro-3,5-dimethoxyphenyl)ethynyl](trimethyl)-silane (630 mg, 2.33 mmol) in tetrahydrofuran (2 mL)/methanol (2 mL), cesium fluoride (354 mg, 2.33 mmol) was added at room temperature. After 1 hour, the reaction was quenched with saturated aq. NH4Cl, then extracted with methylene chloride. The combined organic layers were dried over MgSO4, concentrated to give the desired product (440 mg, 95%). 1H NMR (300 MHz, CDCl3): δ 6.62 (t, J=7.8 Hz, 1H), 3.89 (s, 7H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388185B2
Source datasetuspto-grants-2016_07
ORD IDord-7f66a31523cb4a178920a52d0ee68cd3
Source noteuspto-grants-2016_07