Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Nitrobenzaldehyde | HCID 11101 | — |
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Aminobenzaldehyde | HCID 68255 | 65% |
Reaction Steps
A solution of 2-nitrobenzaldehyde (50 g, 0.33 mol) in tetrahydrofuran (0.33 liter) was added dropwise to an aqueous solution (1.2 liters) of sodium dithionite (230 g, 1.32 mols) and sodium carbonate (1.68 g, 1.59 mols) under ice-cooling over a period of 2 hours while maintaining the internal temperature at 10° C. or lower. After 30 minutes, the reaction solution was extracted with ethyl acetate and the extract solution was washed with water and then dried over anhydrous sodium sulfate. The organic solvent was removed by concentration under reduced pressure to obtain the desired compound (26 g, 64%) as an yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06294547B1 |
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| Source dataset | uspto-grants-2001_09 |
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| ORD ID | ord-84a7e554bb934b91892248a5fc1d140c |
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| Source note | uspto-grants-2001_09 |
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