HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → (3-Benzyloxy-5-trifluoromethylthien-2-yl)-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Methyl (3-benzyloxy-5-trifluoromethylthien-2-yl)-carboxylate | HCID 11278508 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | (3-Benzyloxy-5-trifluoromethylthien-2-yl)-carboxylic acid | HCID 11426602 | 89% |
Reaction Steps
A mixture of 5E (3.80 g) and tetrahydrofuran (12 ml) was heated to reflux in 2N sodium hydroxide (12 ml) for 12 hours. Then the mixture was poured on ice and acidified with 6N sulfuric acid (pH=1-2). 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 white solid (3.22 g, 89 %) with a melting point of 142-144° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06130188 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-0599e5e8c2464957ab0cbc653e0777a1 |
| Source note | uspto-grants-2000_10 |