HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium hydroxide, monohydrate → HCID 118114356, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 118114363 | HCID 118114363 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118114356 | HCID 118114356 | 95% |
Reaction Steps
To a stirred solution of methyl 2-[[3-[(S)-(tert-butoxycarbonylamino)-phenyl-methyl]phenoxy]methyl]oxazole-4-carboxylate (0.8 g, 1.825 mmol) in THF (9.2 mL) and methanol (9.2 mL) was added a solution of lithium hydroxide monohydrate (153.1 mg, 3.65 mmol) in water (3.6 mL). The reaction was stirred at room temperature for 18 h. The majority of the solvent was removed in vacuo. The residue was diluted with water (50 mL) and cooled to 0° C. 2N aqueous HCl (1.82 mL) was added dropwise. The reaction mixture was extracted with ethyl acetate (3×20 mL) and the combined organic phases were washed with brine, dried over MgSO4, filtered and concentrated in vacuo to give the title compound as a colourless solid (736 mg, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145409B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-fdb223ed0ee1404bb9218ef15f2a8b84 |
| Source note | uspto-grants-2015_09 |