HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium hydride → N-(3,4-dichlorophenyl)glycine Iso-butyl Ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | t-Butyl carbanilate | HCID 137930 | — |
| Edukt | 2-Methylpropyl 2-bromoacetate | HCID 521906 | — |
| Edukt | N-BOC N-(3,4-dichlorophenyl)glycine iso-butyl ester | HCID 54479293 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | N-(3,4-dichlorophenyl)glycine Iso-butyl Ester | HCID 9925559 | — |
Reaktionsschritte
3,4-Dichloroaniline (Aldrich) was treated with di-tert-butyl dicarbonate (Aldrich) using conventional procedures to produce the N-BOC aniline. The N-BOC aniline was treated with sodium hydride in THF and then with isobutyl 2-bromoacetate (from Example AD above) to produce the N-BOC N-(3,4-dichlorophenyl)glycine iso-butyl ester. The BOC group was then removed using General Procedure AN above to afford the title compound. The reaction was monitored by tlc on silica gel (Rf=0.78 in 50% EtOAc/hexanes) and purification was by preparative plate chromatography (silica gel using 50% EtOAc/hexanes as the eluant).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07390801B2 |
| Quelldatensatz | uspto-grants-2008_06 |
| ORD ID | ord-b8d0a5b444d24e569be2cb70f7778e8b |
| Quellennotiz | uspto-grants-2008_06 |