HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 4-Hydroxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 4-Methoxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile | HCID 86701189 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Hydroxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile | HCID 86701188 | 56.5% |
Reaction Steps
To a solution of 4-methoxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile (1.5 g) in anhydrous DCM (30 mL) was added anhydrous AlCl3 (6 g) at 0° C. The resulting mixture was heated to reflux for 1 h. After reaction finished, the mixture was diluted with 1N aqueous HCl (50 mL) and exacted with EA (3×50 mL). The combined organic layer was dried over Na2SO4, concentrated under reduced pressure, and purification by silica chromatography to give 0.8 g of 4-hydroxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916572B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-4f22c70a0a4547c58edde51d35fd930a |
| Source note | uspto-grants-2014_12 |