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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1004116Generated: October 25, 2026

4-Methoxyphenol → 5,6-Dimethoxy-3-(4-methoxyphenoxy)benzo[b]thiophene-2-carbaldehyde

https://huagongshe.com/reaction/1004116

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethoxyphenolHCID 9015—
ReactantSodium hydrideHCID 24758—
Reactant3-Chloro-5,6-dimethoxy-benzo[b]thiophene-2-carbaldehydeHCID 11780150—
SolventDimethylformamideHCID 6228—
Product5,6-Dimethoxy-3-(4-methoxyphenoxy)benzo[b]thiophene-2-carbaldehydeHCID 11089215—

Reaction Steps

1.1 equivalents of sodium hydride and then 0.033 mol of the product obtained in Step D are added at room temperature and under an inert atmosphere to a solution of 0.036 mol of 4-methoxyphenol in 250 ml of dimethylformamide. After 12 hours' reaction, the reaction mixture is concentrated under reduced pressure. The residue is then diluted in ethyl acetate, washed with water and then with an aqueous NaCl solution, dried over calcium sulphate, filtered and concentrated under reduced pressure. Chromatography over silica gel (dichloromethane/ethyl acetate: 98/2) enables 8.6 g of the expected product to be isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06048875
Source datasetuspto-grants-2000_04
ORD IDord-af71c7c070464d8989fd0df29414dfce
Source noteuspto-grants-2000_04