Ethanol → Tert-butyl 4-acetylamino-5-(3-methoxyphenyl)valerate

HRID 274075Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 274075
[NH2:1][CH:2]([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=1)[CH2:3][CH2:4][C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6].[CH2:21]([OH:23])[CH3:22].[OH-].[Na+]>O1CCOCC1.C(OC(=O)C)(=O)C>[C:21]([NH:1][CH:2]([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=1)[CH2:3][CH2:4][C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6])(=[O:23])[CH3:22]

Komponenten

6

Edukt 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 20094831HCID 20094831, Verbindung

Produkt 1

HCID 20094840Tert-butyl 4-acetylamino-5-(3-methoxyphenyl)valerate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 7918Acetic AnhydrideLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl 4-amino-5-(3-methoxyphenyl)valerate (0.22 g) in 1,4-dioxane (0.2 ml), acetic anhydride (0.08 ml) was added and the solution was stirred for 80 minutes. To the solution, ethanol was added and the solution was stirred for 15 minutes. The pH of the solution was adjusted to 12 with sodium hydroxide solution and the solution was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous sodium sulfate, and evaporated in vacuo to give tert-butyl 4-acetylamino-5-(3-methoxyphenyl)valerate (246 mg).

Aufarbeitung

  1. stirringthe solution was stirred for 15 minutes
  2. extractionthe solution was extracted with ethyl acetate
  3. washThe extract was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-569f3a15dab14656bc1f9b7eb6cbc8df
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05387710

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