Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | HCID 58345558 | HCID 58345558 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 44601040 | HCID 44601040 | 55.6% |
Reaction Steps
To a mixture of ethyl 2-benzoyl-4-hydroxy-5-methoxy-3-nitrobenzoate (reference example 18-1) (806 mg) and ethyl acetate (10 mL) were added aluminum chloride (610 mg) and pyridine (0.889 mL). The mixture was stirred at 77° C. for 2 hours. After cooling to room temperature, 2 mol/L hydrochloric acid was added to the mixture. The separated organic layer was washed with brine successively, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was triturated with hexane:diethyl ether=4:1 to give the title compound (430 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08258162B2 |
|---|
| Source dataset | uspto-grants-2012_09 |
|---|
| ORD ID | ord-3169c3cf614247aa993e19c15c553686 |
|---|
| Source note | uspto-grants-2012_09 |
|---|