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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471500Generated: October 31, 2026

Methyl iodide → HCID 18920212, compound

https://huagongshe.com/reaction/1471500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
ReactantEthyl 4-fluoro-2-hydroxybenzoateHCID 22478444—
SolventAcetonitrileHCID 6342—
ProductHCID 18920212HCID 1892021293%

Reaction Steps

To a solution of compound 4 (19.9 g, 0.109 mol) in acetonitrile (200 mL) was added cesium carbonate (42.0 g, 0.129 mol). The resulting mixture was stirred at rt for 30 min. followed by addition of methyl iodide (13.5 mL, 0.218 mol). The resulting mixture was stirred at rt O/N and filtered through Celite. The solvent was removed under reduced pressure to give crude product 5 (20.0 g, 93%) and used in the next step without further purification. 1H NMR 400 MHz (CDCl3) δ: 7.81-7.78 (m, 1H), 6.60-6.58 (m, 2H), 4.38 (q, J=7.0 Hz, 2H), 3.82 (s, 3H), 1.39 (t, J=7.0 Hz, 3H); MS (ES) m/z: 199 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012431B2
Source datasetuspto-grants-2015_04
ORD IDord-6b36d3bddb6b4c5fb3f8e84f86414c7e
Source noteuspto-grants-2015_04