HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640338Generated: October 26, 2026
Acetic Acid → 2-(2-Fluoro-4-((E)-2-nitro-vinyl)-phenoxymethyl)pyridine
https://huagongshe.com/reaction/640338
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Nitromethane | HCID 6375 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | 3-Fluoro-4-(pyridin-2-ylmethoxy)-benzaldehyde | HCID 59255224 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(2-Fluoro-4-((E)-2-nitro-vinyl)-phenoxymethyl)pyridine | HCID 59255141 | 90.4% |
Reaction Steps
To an acetic acid (25.0 mL) solution of 3-fluoro-4-(pyridin-2-ylmethoxy)-benzaldehyde (2.80 g, 12.1 mmol) described in Manufacturing Example 87-1-1 were added nitromethane (3.69 g, 60.5 mmol) and ammonium acetate (1.87 g, 24.2 mmol) under nitrogen atmosphere at room temperature, which was stirred for 2 hours at 110° C. Water and ethyl acetate were added to the reaction mixture, and the organic layer was extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (3.00 g) as a crude product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07691882B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-15c43e1545ea4e598019811c5a312951 |
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| Source note | uspto-grants-2010_04 |
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