HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → [3,4-Dihydroxy-6-(5-methyl-[1,2,4]oxadiazol-3-yl)-2-nitro-phenyl]phenylmethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | [3-Hydroxy-4-methoxy-6-(5-methyl-[1,2,4]oxadiazol-3-yl)-2-nitrophenyl]phenylmethanone | HCID 136201962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | [3,4-Dihydroxy-6-(5-methyl-[1,2,4]oxadiazol-3-yl)-2-nitro-phenyl]phenylmethanone | HCID 135911995 | 87.5% |
Reaction Steps
To a mixture of [3-hydroxy-4-methoxy-6-(5-methyl-[1,2,4]oxadiazol-3-yl)-2-nitrophenyl]phenylmethanone (reference example 22-1) (377 mg) and ethyl acetate (10.6 mL) were added aluminum chloride (361 mg) and pyridine (0.387 mL). The mixture was refluxed for 2.5 hours. After cooling to room temperature, 1 mol/L hydrochloric acid was added to the mixture. The separated organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was triturated with hexane:methylene chloride=4:1 to give the title compound (317 mg) as an amorphous.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07923462B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-b598322d54b941f991a796408cd17e8a |
| Source note | uspto-grants-2011_04 |