HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098694Generated: October 30, 2026
Sulfuric Acid → 2-Fluoro-6-methoxybenzaldehyde
https://huagongshe.com/reaction/1098694
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3-Fluoroanisole | HCID 9975 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Fluoro-6-methoxybenzaldehyde | HCID 2737357 | 55% |
Reaction Steps
The solution of 3-Fluoro anisole (2.2 g, 17.44 mmol) in anhydrous THF (40 ml) under a nitrogen atmosphere was cooled to −78° C., and then n-BuLi (1.6 M, 19.18 mmol) was slowly added thereto. The reaction mixture was stirred at −78° C. for 1 hour, slowly added with DMF (1.6 ml, 20.93 mmol), and then stirred for 1 hour. After the termination of the reaction, the resulting reaction solution was added with dilute H2SO4, extracted two times with ethyl acetate, washed with brine, dried over MgSO4, and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=6:1), thus obtaining the title compound as a white solid (1.48 g, 9.6 mmol, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08143307B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-bf9296a9675e4ce5a6fd4fdfbb9a3058 |
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| Source note | uspto-grants-2012_03 |
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