Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Ethyl 4-(2-chlorophenyl)-6,7-dihydro-2-ethyl-7-methyl-6-oxothieno[2,3-b]pyridine-5-carboxylate | HCID 19787204 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 19787178 | HCID 19787178 | 89.4% |
Reaction Steps
A mixture of ethyl 4-(2-chlorophenyl)-6,7-dihydro-2-ethyl-7-methyl-6-oxothieno[2,3-b]pyridine-5-carboxylate (1.10 g), KOH (0.49 g) and 80% ethanol (10 ml) was heated at 80° C. for 20 minutes and water was added. Then, the mixture was made acidic with 2N HCl and extracted with ethyl acetate. The extract was washed with water and dried over MgSO4, and then the solvent was distilled off. To the residue was added hexane to obtain 4-(2-chlorophenyl)-6,7-dihydro-2-ethyl-7-methyl-6-oxothieno[2,3-b]pyridine-5-carboxylic acid as crystals (0.91 g, 89.2%). The crystals were recrystallized from ethanol to obtain colorless prisms, mp: 155°-156° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05256782 |
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| Source dataset | uspto-grants-1993_10 |
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| ORD ID | ord-e637afb77b664b7e8c8cf3c5ae440c50 |
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| Source note | uspto-grants-1993_10 |
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