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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1647742Generated: October 31, 2026

Methyl iodide → 3-Iodo-4,5-dimethoxybenzaldehyde

https://huagongshe.com/reaction/1647742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzaldehyde, 4-hydroxy-3-iodo-5-methoxy-HCID 79499—
SolventDimethylformamideHCID 6228—
Product3-Iodo-4,5-dimethoxybenzaldehydeHCID 2778113—

Reaction Steps

A mixture of 5-iodovanillin (7 g, 25.18 mmol), potassium carbonate (8.78 g, 63.53 mmol) and iodomethane (6.43 g, 45.30 mmol) was suspended in 60 mL of DMF and stirred at room temperature for 14 hours. The reaction mixture was quenched with water and extracted with diethyl ether. The organic layer was dried over MgSO4, filtered and evaporated in vacuo to obtain a solid which was recrystallized from hexane/ethyl acetate (2:1) (6.28 g, 85.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05434151
Source datasetuspto-grants-1995_07
ORD IDord-d72cfbb7c988420d881380327ffd1916
Source noteuspto-grants-1995_07