HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → Methyl 3-hydroxy-5-(trifluoromethyl)thiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Methyl Thioglycolate | HCID 16907 | — |
| Reactant | 3-Methoxy-4,4,4-trifluoro-2-butenoic acid ethyl ester | HCID 2758867 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 3-hydroxy-5-(trifluoromethyl)thiophene-2-carboxylate | HCID 2759855 | 65% |
Reaction Steps
A solution of 1 M potassium hydroxide in methanol (30 ml) is added to a cooled mixture of 5A (4.6 g), methyl thioglycolate (2.46 g) and methanol (10 ml). The resulting reaction mixture was stirred for 24 hours at room temperature. Then the mixture was poured on ice and acidified with 6N sulfuric acid (pH=2). The mixture is extracted with diethyl ether twice. The combined organic phases were washed with water and dried. The mixture was concentrated and the residue is distilled under reduced pressure to yield the product as a clear liquid (3.4 g, 65 %) with a boiling point of 42-45 ° C. at 0.10 mm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06130188 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-42755b791c124733afbbde245024a551 |
| Source note | uspto-grants-2000_10 |