HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitric Acid → 5-Bromo-2-nitrobenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | 3-Bromobenzaldehyde | HCID 76583 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | 5-Bromo-2-nitrobenzaldehyde | HCID 97233 | 48% |
Reaction Steps
Fuming nitric acid (200 mL) was added to sulphuric acid (400 mL) at 0° C. and then 3-bromobenzaldehyde (100 g, 0.54 mol) was added dropwise in 15 minutes. After stirring for 10 minutes at the same temperature, the reaction mixture was poured into ice water and filtered to afford the mixture of products which was purified by flash column chromatography eluting with PE/EtOAc (100/1 to 20/1) to give 5-bromo-2-nitrobenzaldehyde as white solid (60 g, 48%). 1H-NMR (CDCl3, 400 MHz) δ 10.41 (s, 1H), 8.02˜8.06 (m, 2H), 7.88 (s, 1H). MS (M+H)+: 230/232.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09243002B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-3c85c18a8659461cbf2eedff12099197 |
| Source note | uspto-grants-2016_01 |