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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1016796Generated: October 31, 2026

Dimethylformamide → HCID 13861691, compound

https://huagongshe.com/reaction/1016796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium FluorideHCID 522689—
Reactant3,5-Bis{[tert-butyl(dimethyl)silyl]oxy}-2-fluorobenzaldehydeHCID 13861690—
SolventWaterHCID 962—
ProductHCID 13861691HCID 1386169160%

Reaction Steps

A mixture of the 3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-fluoro-benzaldehyde (3.0 g, 7.8 mmol) obtained in Example 251.1, potassium fluoride (1.81 g, 31.2 mmol), methyl iodide (1.17 ml, 18.7 mmol) and DMF (25 ml) was stirred for 2 h. at room temperature. Water (25 ml) was added and the mixture was extracted with diethyl ether. The organic phase was washed with water, dried, filtered and concentrated. The residue was purified by chromatography (SiO2, cyclohexane/EtOAc 18:1=>1:1). There was obtained 0.87 g (60%) of 2-fluoro-3,5-dimethoxy-benzaldehyde as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06476264B2
Source datasetuspto-grants-2002_11
ORD IDord-ac1f107763c64cdda82b8d6767f2fbff
Source noteuspto-grants-2002_11