HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-(3-Chloro-5-fluorophenyl)-4-(3-cyanophenyl)thiophene-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl 5-(3-chloro-5-fluorophenyl)-4-(3-cyanophenyl)thiophene-2-carboxylate | HCID 58066751 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(3-Chloro-5-fluorophenyl)-4-(3-cyanophenyl)thiophene-2-carboxylic acid | HCID 58066757 | — |
Reaction Steps
130 mg (0.34 mmol) of the compound from Example 11A are provided in 6.1 ml of tetrahydrofuran, and 80.7 mg (3.37 mmol) of lithium hydroxide and 2.0 ml of water are added at room temperature. The mixture is stirred at room temperature overnight, a 1N aqueous HCl solution is subsequently added until an acidic pH is obtained, the mixture is extracted with ethyl acetate and the extract is dried over sodium sulfate, filtered and concentrated. 119 mg (89% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546438B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-b19f6e7d2d65412492d0693e23f889c6 |
| Source note | uspto-grants-2013_10 |