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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1708438Generated: October 31, 2026

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

https://huagongshe.com/reaction/1708438

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 mmole), potassium carbonate (8.78 g, 63.53 mmole) and iodomethane (6.43 g, 45.30 mmole) 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 numberUS05358938
Source datasetuspto-grants-1994_10
ORD IDord-88a6277ce4bc478fbe203ccbda6e613f
Source noteuspto-grants-1994_10