tert-Butyl acrylate → tert-butyl N-[3-(4-hydroxyphenyl)propyl]-beta-alaninate

HRID 1169630Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1169630
[NH2:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1.[C:12]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])(=[O:15])[CH:13]=[CH2:14]>CO>[OH:11][C:8]1[CH:7]=[CH:6][C:5]([CH2:4][CH2:3][CH2:2][NH:1][CH2:14][CH2:13][C:12]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:10][CH:9]=1

Komponenten

4

Edukt 2

HCID 15458tert-Butyl acrylateHCID 4574248HCID 4574248, Verbindung

Produkt 1

HCID 23121488tert-butyl N-[3-(4-hydroxyphenyl)propyl]-beta-alaninate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a methanol solution (25 mL) of 4-(3-aminopropyl)phenol (1.83 g), tert-butyl acrylate (1.7 mL) was added dropwise thereto at room temperature, followed by stirring at room temperature overnight. The reaction mixture was concentrated. The residue was purified by silica gel column chromatography (ethyl acetate→ethyl acetate:methanol=3:1) to give the title compound (1.55 g) having the following physical properties. TLC: Rf 0.24 (ethyl acetate:methanol 5:1);

Aufarbeitung

  1. customat room temperature
  2. concentrationThe reaction mixture was concentrated
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate→ethyl acetate:methanol=3:1)

Quellen und Nachweise

ORD-Eintrag
ord-0fab8896541841cc802419e13b1774b8
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07825109B2

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