HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 3-acetyl-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,2-Cyclopentanedione | HCID 566657 | — |
| Reactant | MS-1254 | HCID 3761561 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-acetyl-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylate | HCID 71014110 | 4.5% |
Reaction Steps
Stir a mixture of Cyclopentane-1,2-dione (2.00 g, 20.4 mmol), methyl 2-(2-oxopropylthio)acetate (3.31 g, 20.4 mmol) and potassium carbonate (5.63 g, 40.8 mmol) in DMF (40 mL) at 80° C. for 4 hours. Filter off the mixture and remove the solvent under vacuum. Purify the residue by a flash column on silica gel eluting with PE:EtOAc (8:1 to 6:1) to afford 3-Acetyl-5,6-dihydro-4H-cyclopenta[c]thiophene-1-carboxylic acid methyl ester as a pale yellow solid (206 mg, 4.5%). MS (m/z): 225 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09255111B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-a258881fc5554be2943ee9fb963efea2 |
| Source note | uspto-grants-2016_02 |