Reaktion #481024

ord-921f0481360e47c6a744318088a6046c

Reaktionsgleichung

O=C(NCCc1ccc([N+](=O)[O-])cc1)c1cc(O)c(O)c(O)c1
3,4,5-trihydroxy-N-[2-(4-nitrophenyl)ethyl]-benzamide
CC(C)(C)c1cc(C(=O)NCc2ccc([N+](=O)[O-])cc2)cc(C(C)(C)C)c1O
3,5-bis-(1,1-dimethylethyl)-4-hydroxy-N-[(4-nitrophenyl)methyl]-benzamide
→
Nc1ccc(CCNC(=O)c2cc(O)c(O)c(O)c2)cc1
3,4,5-trihydroxy-N-[2-(4-aminophenyl)ethyl]-benzamide
Ausbeute 89.0%

Edukte

—
intermediate 2.2
O=C(NCCc1ccc([N+](=O)[O-])cc1)c1cc(O)c(O)c(O)c1
3,4,5-trihydroxy-N-[2-(4-nitrophenyl)ethyl]-benzamide
CC(C)(C)c1cc(C(=O)NCc2ccc([N+](=O)[O-])cc2)cc(C(C)(C)C)c1O
3,5-bis-(1,1-dimethylethyl)-4-hydroxy-N-[(4-nitrophenyl)methyl]-benzamide

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeA beige powder is obtained with a yield of 89%

Vorschrift

The experimental protocol used is the same as that described for intermediate 2.2, with 3,4,5-trihydroxy-N-[2-(4-nitrophenyl)ethyl]-benzamide replacing the 3,5-bis-(1,1-dimethylethyl)-4-hydroxy-N-[(4-nitrophenyl)methyl]-benzamide. A beige powder is obtained with a yield of 89%. Melting point: 167-169° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06809088B2uspto-grants-2004_10