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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664338Generated: October 31, 2026

Methyl iodide → HCID 18920212, compound

https://huagongshe.com/reaction/1664338

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 numberUS08039450B2
Source datasetuspto-grants-2011_10
ORD IDord-1c1ada4bc1ce4a569394ac2707284022
Source noteuspto-grants-2011_10