HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 3-hydroxy-2-nitrobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 3-Hydroxy-2-nitrobenzoic acid | HCID 293291 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 3-hydroxy-2-nitrobenzoate | HCID 13659833 | 100% |
Reaction Steps
SOCl2 (0.6 mL) was added dropwise to anhydrous MeOH (10 mL) at 0° C. The mixture was stirred at this temperature for 0.5 h, then 3-hydroxy-2-nitrobenzoic acid (0.6 g, 3.2 mmol) was added to the mixture. The resulting mixture was heated at reflux for 4 h. TLC (petroleum ether:ethyl acetate=1:1) showed the reaction was complete. The resulting mixture was concentrated in vacuo to give the title compound (0.63 g 100%) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07998978B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-cb4588a5ee634045badc686a639fc89f |
| Source note | uspto-grants-2011_08 |