HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 4-{[(5-Butanoyl-2-ethylthiophen-3-yl)(cyclohexyl)methyl]amino}benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 4-{[(5-butanoyl-2-ethylthiophen-3-yl)(cyclohexyl)methyl]amino}benzoate | HCID 68512187 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-{[(5-Butanoyl-2-ethylthiophen-3-yl)(cyclohexyl)methyl]amino}benzoic acid | HCID 68512048 | 95% |
Reaction Steps
To a mixture of methyl 4-{[(5-butanoyl-2-ethylthiophen-3-yl)(cyclohexyl)methyl]amino}benzoate (316 mg) synthesized above, tetrahydrofuran (5 mL) and ethanol (5 mL) was added 1N aqueous sodium hydroxide solution (5 and the mixture was stirred with heating under reflux for 3 hr, and concentrated under reduced pressure. The residue was dissolved in water (10 mL), and 1N hydrochloric acid (5 mL) was added at 0° C. The resulting precipitate was collected by filtration to give the title compound (290 mg, 95%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309580B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-c3af9a0f55b342d9a6094893c819fcfa |
| Source note | uspto-grants-2012_11 |