HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 2-(3-formyl-2-thienylthio)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl [3-(2-dioxolanyl)-thiophene-2-ylthio]acetate | HCID 14460450 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Methyl 2-(3-formyl-2-thienylthio)acetate | HCID 11959090 | 101.9% |
Reaction Steps
To a solution of methyl [3-(2-dioxolanyl)-thiophene-2-ylthio]acetate (23.36 g) in acetone (100 mL) was added p-toluenesulfonic acid (0.25 g) and the reaction mixture was stirred at room temperature for 1 hour. A saturated aqueous solution of sodium bicarbonate (4 mL) was added with stirring followed by the addition of water (50 mL). After stirring for 10 minutes, the acetone was evaporated in vacuo to leave a gum and water. The gum was dissolved in ether (500 mL) and extracted with water (4×50 mL), dried (MgSO4), filtered and the solvent was evaporated in vacuo to leave 19.77 g of oily methyl (3-formylthiophene-2-ylthi-o)acetate which was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04806562 |
| Source dataset | uspto-grants-1989_02 |
| ORD ID | ord-817f9dff5f094c1a98c4fe7d898e7d91 |
| Source note | uspto-grants-1989_02 |