HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036994Generated: November 2, 2026
Lithium Hydroxide → 5-(3-Chlorophenyl)-4-(3-cyanophenyl)thiophene-2-carboxylic acid
https://huagongshe.com/reaction/1036994
Participants
| Role | Name | HCID | Charge |
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| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl 5-(3-chlorophenyl)-4-(3-cyanophenyl)thiophene-2-carboxylate | HCID 58066749 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-(3-Chlorophenyl)-4-(3-cyanophenyl)thiophene-2-carboxylic acid | HCID 58066753 | — |
Reaction Steps
182 mg (0.50 mmol) of the compound from Example 17A are provided in 2 ml of dioxane, and 4.4 ml (8.80 mmol) of a 2N aqueous lithium hydroxide solution are added. The mixture is stirred at 50° C. for 2 hours and subsequently concentrated. The residue is diluted with water, a concentrated aqueous HCl solution is added until an acidic pH is obtained and the mixture is extracted with dichloromethane. The organic phase is dried over magnesium sulfate, filtered and concentrated. The crude product is purified by preparative HPLC (RP18 column; eluent: acetonitrile/water gradient). 159 mg (95% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546438B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-b2ecb932acf143009bc64aad17843aea |
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| Source note | uspto-grants-2013_10 |
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