Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 89581075 | HCID 89581075 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 89581490 | HCID 89581490 | 97% |
Reaction Steps
A mixture of methyl 6-(1-(pyridin-3-yloxy)ethyl)nicotinate (600 mg, 2.33 mmol), lithium hydroxide monohydrate (420 mg, 10 mmol), tetrahydrofuran (6 mL), methanol (2 mL) and water (2 mL) was stirred at 20° C. for 4 hours. The mixture was acidified to pH=1 with concentrated hydrochloric acid and then extracted with dichloromethane (10 mL×3). The combined organic phase was separated, dried by sodium sulfate and then filtered. The filtrate was concentrated in vacuo to give 6-(1-(pyridin-3-yloxy)ethyl)nicotinic acid (550 mg, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206128B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-934e0bc1113247b1bcfcc033bc3147e4 |
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| Source note | uspto-grants-2015_12 |
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