HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → tert-Butyl (4-bromo-2-methylphenyl)carbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 4-Bromo-2-methylaniline | HCID 11423 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | tert-Butyl (4-bromo-2-methylphenyl)carbamate | HCID 2735638 | 79,4% |
Reaktionsschritte
To a solution of 4-bromo-2-methylaniline (1 g, 5.37 mmol,) in 1,4-dioxane (11 mL) and H2O (4 mL), at r.t., were added Et3N (2.7 mL, 1.2 eq) and BOC2O (4.2 g, 1.2 eq). The reaction mixture was stirred at r.t. for 96 hr. Sat.aq. NH4Cl and EtOAc (20 mL) were added and the phases were separated. The aqueous layer was further extracted with EtOAc (2×20 mL). The combined organic extracts were dried over anh. Na2SO4, the solids were filtered and the solvent evaporated. The residue was purified on an SCX cartridge (CH2Cl2, MeOH and NH3(0.5 M in MeOH)) to give the title compound as a white solid (1.22 g, 79%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07427630B2 |
| Quelldatensatz | uspto-grants-2008_09 |
| ORD ID | ord-fa511c497d154a0b80b25451fc45b008 |
| Quellennotiz | uspto-grants-2008_09 |