HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → Methyl 3-methylsulfonyl-5-(pyrrol-1-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,5-Dimethoxytetrahydrofuran | HCID 79098 | — |
| Reactant | Methyl 3-amino-5-(methylsulfonyl)benzoate | HCID 18945412 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 3-methylsulfonyl-5-(pyrrol-1-yl)benzoate | HCID 18945432 | — |
Reaction Steps
The mixture of methyl 5-amino-3-methylsulfonylbenzoate (1.5 g) and 2,5-dimethoxytetrahydrofuran (1.3 ml) in acetic acid (4.5 ml) was heated under reflux for 2 hours under stirring. After cooling, the mixture was poured into a mixture of ethyl acetate and water, and adjusted to pH 8 with 20% aqueous potassium carbonate solution. The separated organic layer was washed with brine and dried over magnesium sulfate. The solvent was removed by concentration and the residue was triturated with diisopropyl ether to give methyl 3-methylsulfonyl-5-(pyrrol-1-yl)benzoate (1.58 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05824691 |
| Source dataset | uspto-grants-1998_10 |
| ORD ID | ord-43600cd00ec94bc1aedc71ed6ce3b30a |
| Source note | uspto-grants-1998_10 |