HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 66643575, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 66643605 | HCID 66643605 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66643575 | HCID 66643575 | 102.3% |
Reaction Steps
To a suspension of 6-(3-butyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester (4.0 g, 13.8 mmol) in THF (25 mL) was added a solution of lithium hydroxide monohydrate (1.2 g, 27.6 mmol) in water (25 mL) and then methanol (7 mL) added and the resulting mixture stirred at room temperature for 2 h. The mixture was acidified to pH 1 with HCl (1 N, 80 mL) and the resulting mixture extracted with ethyl acetate. The combined organic layers were then washed with water and brine, dried over sodium sulphate, filtered and evaporated to afford the title compound (3.9 g, 100%) which was obtained as an off white solid. MS: m/e=277.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08357703B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-11ca25294dee4fee95158773364c6cdb |
| Source note | uspto-grants-2013_01 |