Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 67469272 | HCID 67469272 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67468901 | HCID 67468901 | 74% |
Reaction Steps
To a solution of tert-butyl 2-chloro-5-methoxy-4-nitrophenethyl(3-fluorobenzyl)-carbamate (0.7 g, 1.59 mmol) in methanol (30 mL), saturated solution of NH4Cl (30 mL) was added followed by zinc powder (0.52 g, 7.98 mmol) and the mixture heated to 45° C. for 1.0 h. The mixture was allowed to cool to room temperature, filtered through celite then partitioned between EtOAc (25 mL) and water (50 mL). The separated aqueous phase was extracted with EtOAc (50 mL), then the combined organic extracts were washed with water (50 mL), brine (50 mL), dried (Na2SO4) and concentrated under reduced pressure to give the title compound (0.48 g, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08716287B2 |
|---|
| Source dataset | uspto-grants-2014_05 |
|---|
| ORD ID | ord-314c93b1c2324ae0a428dfcffef4ae73 |
|---|
| Source note | uspto-grants-2014_05 |
|---|