HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → Methyl 3-chloro-5-cyano-4-hydroxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | Methyl 3-cyano-4-hydroxybenzoate | HCID 11769089 | — |
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | Methyl 3-chloro-5-cyano-4-hydroxybenzoate | HCID 68108871 | 53.2% |
Reaction Steps
Methyl 3-cyano-4-hydroxybenzoate (2.00 g) was dissolved in chloroform (15 mL) and methanol (5 mL), and N-chlorosuccinimide (3.62 g) and 4N hydrochloric acid-ethyl acetate (6.8 mL) were added to the solution, and then the mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure and a mixture of methanol and water in a mixing ratio of 9:1 was added, and then the precipitated crystal was washed with water and isopropyl alcohol to obtain the title compound (1.27 g) as a colorless crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367843B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-97ab2f81be514fb6b61b27ff2a866bd9 |
| Source note | uspto-grants-2013_02 |