HCID 15027234, Verbindung → N-(2-Carbomethoxy-6-chlorophenyl)acetamide

HRID 974414Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 974414
[C:1]([C:5]1[CH:10]=[C:9](Br)[CH:8]=[C:7]([Cl:12])[C:6]=1[NH:13][C:14](=[O:16])[CH3:15])([O:3][CH3:4])=[O:2]>C(O)C>[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:12])[C:6]=1[NH:13][C:14](=[O:16])[CH3:15])([O:3][CH3:4])=[O:2]

Komponenten

3

Edukt 1

HCID 15027234HCID 15027234, Verbindung

Produkt 1

HCID 15027235N-(2-Carbomethoxy-6-chlorophenyl)acetamideAusbeute 78,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

In a hydrogenation apparatus was placed 3.1 g of N-(2-carbomethoxy-4-bromo-6-chlorophenyl)acetamide and 100 mL of ethanol. The apparatus was purged with nitrogen and 0.1 g of 10 percent palladium on charcoal was added. The mixture was agitated under a hydrogen atmosphere at 40 psig for 2 hr at ambient temperature. The mixture was filtered to remove the catalyst, and the solvent was removed from the filtrate under reduced pressure. The product was purified by elution from a silica gel column using a gradient of 9:1 to 1:1 methylene chloride : ethyl acetate as the eluent to give 1.8 g of white solid (m.p. 135°-136° C.). 1H NMR (acetoned d6 +CDCl3) δ7.92 (d with fine coupling, 8.0 Hz, lH), 7.74 (d with fine coupling, 8.0 Hz, 1H), 7.46 (t, 8.0 HZ, 1H), 3.98 (s, 3H, OCH3), 2.55 (s, 3H, COCH3).

Aufarbeitung

  1. customThe apparatus was purged with nitrogen and 0.1 g of 10 percent palladium on charcoal
  2. additionwas added
  3. filtrationThe mixture was filtered
  4. customto remove the catalyst
  5. customthe solvent was removed from the filtrate under reduced pressure
  6. customThe product was purified by elution from a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-0d7360e83951429ba36dbb7e1393ef0c
Quelldatensatz
uspto-grants-1991_11
Patentnummer
US05068392

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