HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640111Generated: October 27, 2026
Nitromethane → 2-(Benzyloxy)-5-[(E)-2-nitroethenyl]pyridine
https://huagongshe.com/reaction/640111
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitromethane | HCID 6375 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | 6-(Benzyloxy)nicotinaldehyde | HCID 21102205 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-(Benzyloxy)-5-[(E)-2-nitroethenyl]pyridine | HCID 56605146 | 96% |
Reaction Steps
To a solution of 6-benzyloxy-pyridin-3-carbaldehyde (4.87 g, 22.8 mmol) described in Manufacturing Example 12-1-2 in acetic acid (30 mL) were added nitromethane (6.96 g, 114 mmol) and ammonium acetate (3.51 g, 45.6 mmol) under nitrogen atmosphere at room temperature, which was stirred for 2.5 hours at 110° C. The reaction mixture was partitioned into water and ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure to obtain the title compound (5.60 g, 96%) 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-c5d3e8f9bf324ae28dcd83bc73926814 |
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| Source note | uspto-grants-2010_04 |
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