HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (6-((2,6-Dimethylpyridin-3-yl)methoxy)-1-benzothiophen-3-yl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl(6-((2,6-dimethylpyridin-3-yl)methoxy)-1-benzothiophen-3-yl)acetate | HCID 118667000 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (6-((2,6-Dimethylpyridin-3-yl)methoxy)-1-benzothiophen-3-yl)acetic acid | HCID 89767911 | 68.1% |
Reaction Steps
To a mixture of ethyl(6-((2,6-dimethylpyridin-3-yl)methoxy)-1-benzothiophen-3-yl)acetate (7.73 g), EtOH (75 mL) and THF (dry) (75 mL) was added 1N NaOH (45 mL). The mixture was stirred at room temperature for 2 h. To the mixture were added EtOH (50 mL) and MeOH (75 mL). The mixture was neutralized with 1N HCl (45 mL), and then water (500 mL) was added dropwise to the mixture. The precipitate was collected by filtration and washed with water. The solid was recrystallized from acetone-hexane to give the title compound (4.85 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238639B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-10a9342c5cef44f6b380340875b92242 |
| Source note | uspto-grants-2016_01 |