HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl (2-formyl-3-thienylthio)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 3-[2-(2-dioxolanyl)thiophene-3-yl]-3-thiapropionate | HCID 15698034 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Methyl (2-formyl-3-thienylthio)acetate | HCID 12475298 | 87% |
Reaction Steps
Methyl-3-[2-(2-dioxolanyl)thiophene-3-yl]-3-thiapropionate (4) (117.63 g, 0.515 mole) was dissolved in actone (500 mL), and p-tolunesulfonic acid hydrate (1.30 g., 6.83 mmole) was added and stirred over 1 hour. A saturated solution of sodium bicarbonate (20 mL) was added followed by water (250 mL). The acetone was evaporated leaving a tacky solid in water. This tacky solid was dissolved in ether and washed with water four times, dried (MgSO4), filtered and the solvent evaporated in vacuo to leave 96.91 g of crude methyl 3-(2-formylthiophen-3-yl)-3-thiapropionate (5) which was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04876271 |
| Source dataset | uspto-grants-1989_10 |
| ORD ID | ord-1e0c47b4ab974cadbe646106bc3ce904 |
| Source note | uspto-grants-1989_10 |