HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 68639140, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 68629170 | HCID 68629170 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68639140 | HCID 68639140 | 90.5% |
Reaction Steps
To a solution of crude [tert-butoxycarbonyl-(4-fluoro-2-nitro-benzyl)-amino]-acetic acid methyl ester (5.91 g, 17.2 mmol) in THF (50 mL) was added lithium hydroxide (4.35 g, 103.6 mmol,) dissolved in water (17 mL). The reaction was stirred at r.t. overnight. After completion of the reaction, as confirmed by TLC, the reaction mixture was acidified to pH 4 using 10% HCl and crude compound was extracted with MeOH and CHCl3 (1:9, 3×50 mL). The combined organic layers were dried over Na2SO4. The solvents were removed in vacuo to afford 2-(tert-butoxycarbonyl(4-fluoro-2-nitrobenzyl)amino)-acetic acid (5.11 g, 90%) as brown thick gel, which was used as such without any further purification for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455479B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-54ebbef15db7415abc8ec876f7ff4f7d |
| Source note | uspto-grants-2013_06 |