HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → Cyclopenta[c]thiophene-4,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Diethyl thiophene-3,4-dicarboxylate | HCID 12197673 | — |
| Solvent | Water | HCID 962 | — |
| Product | Cyclopenta[c]thiophene-4,6-dione | HCID 399283 | — |
Reaction Steps
In a dry 3-neck flask with an argon inlet and a water condenser, diethyl thiophene-3,4-dicarboxylate (3.7 g, 16.2 mmol) is mixed with sodium ethoxide (1.1 g, 16.2 mmol). After heating to 100° C. ethyl acetate (1.4 g, 16.2 mmol) is added through syringe pump over one hour. The mixture was further heated for a few hours. The residue was redissolved in water at 70° C. and concentrated sulfuric acid is added (1 mL). The mixture is heated at this temperature for one hour to ensure complete decarboxylation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08968885B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-2b6180bbf40a429c873ccf89181867b6 |
| Source note | uspto-grants-2015_03 |