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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 585782Generated: October 30, 2026

Methanol → HCID 12178333, compound

https://huagongshe.com/reaction/585782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 11190472HCID 11190472—
SolventDimethylformamideHCID 6228—
ProductHCID 12178333HCID 1217833385.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of xanthone 6 (63 g, 135 mmol) in dry DMF (300 mL) was added sodium hydride (9 g 60% in oil, 225 mmol) portionwise at room temperature. Methyl Iodide (180 g, 1.28 mol) was added and the mixture was heated to 50° C. for 90 minutes. The reaction was then chilled with an ice bath and methanol was added dropwise (20 mL) until the remaining sodium hydride was consumed. The reaction mixture was diluted with ethyl acetate (1.2L) and washed with brine (3×500 mL), dried over magnesium sulfate, filtered over a pad of silica gel (60×100 mm) and the solvent was removed in vacuo to afford the xanthone 7 as a solid (55 g, 115 mmol, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06933396B2
Source datasetuspto-grants-2005_08
ORD IDord-ba21063afca84dbc848f5b6053d84b40
Source noteuspto-grants-2005_08