HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → [tert-Butoxycarbonyl-(3,4-difluorophenyl)-amino]-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | [tert-Butoxycarbonyl-(3,4-difluorophenyl)-amino]-acetic acid methyl ester | HCID 54030684 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [tert-Butoxycarbonyl-(3,4-difluorophenyl)-amino]-acetic acid | HCID 18542398 | 87.8% |
Reaction Steps
To a solution of [tert-butoxycarbonyl-(3,4-difluorophenyl)-amino]-acetic acid methyl ester (14.7 g) in tetrahydrofuran (100 ml) was added water (100 ml) and lithium hydroxide monohydrate (6.2 g) and reaction mixture stirred at room temperature over-night before removal of tetrahydrofuran at reduced pressure. Residue was acidified to pH 4 by addition of KHSO4 (10% solution in water) and extracted with ethyl acetate. Organic extracts combined, dried (Na2SO4) and concentrated to leave the sub-title compound as a gum (12.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06555541B1 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-258ecbd7265e4ca0b11ec325769a57fe |
| Source note | uspto-grants-2003_04 |