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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1841760Generated: November 4, 2026

Dimethylformamide → HCID 13861691, compound

https://huagongshe.com/reaction/1841760

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 18:11:1). 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 numberUS06683215B2
Source datasetuspto-grants-2004_01
ORD IDord-1601e67ed1f24c6e989120a7448c9b4d
Source noteuspto-grants-2004_01