HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-Acetoxy-5-amino-4-methoxy-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-Acetoxy-4-methoxy-5-nitro-benzoic acid | HCID 12924025 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-Acetoxy-5-amino-4-methoxy-benzoic acid | HCID 12924026 | 103.4% |
Reaction Steps
3-Acetoxy-4-methoxy-5-nitro-benzoic acid (4.50 g, 17.6 mmol) (R. T. Borchardt et al., J. Med. Chem. 25 (1982), 312-323; F. Tiemann et al., Ber. dt. Chem. Ges. 9 (1876), 937) was dissolved in ethanol (180 ml) and 0.5 M hydrogen chloride in methanol (4 ml) and hydrogenated in an H-Cube™ hydrogenation reactor with 100 bar hydrogen at 40° C. over a 10% palladium on charcoal cartridge. The mixture was evaporated to dryness to give 4.1 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445530B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-64ce341c9dc3461394805aa3c0ac2ccc |
| Source note | uspto-grants-2013_05 |