3-(3,5-Dichloro-phenyl)-acrylic acid tert butyl ester → 3-(3,5-Dichlorophenyl)-propionic acid tert-butyl ester

HRID 1515026Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1515026
[C:1]([O:5][C:6](=[O:17])[CH:7]=[CH:8][C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[C:11]([Cl:16])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>C(O)C.[Pt]=O>[C:1]([O:5][C:6](=[O:17])[CH2:7][CH2:8][C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[C:11]([Cl:16])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 2

HCID 536582813-(3,5-Dichloro-phenyl)-acrylic acid tert butyl esterHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 669653423-(3,5-Dichlorophenyl)-propionic acid tert-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 82844Platinum oxide (PtO)KatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 3-(3,5-dichlorophenyl)-acrylic acid tert butyl ester (4 g, 14 mmol) in ethanol (100 mL) under nitrogen atmosphere was charged with platinum oxide (800 mg). A balloon of hydrogen was attached and the mixture was stirred vigorously at ambient temperature over night. After removal of excess hydrogen, the catalyst was removed by filtering mixture through a pad of Celite and the resulting solution was evaporated to afford 3-(3,5-dichlorophenyl)-propionic acid tert-butyl ester as an oil. 1H-NMR (CDCl3, 400 MHz): δ 7.18 (s, 1H), 7.08 (s, 2H), 2.85 (s, 2H), 2.52 (s, 2H), 1.41 (s, 9H).

Aufarbeitung

  1. customAfter removal of excess hydrogen
  2. customthe catalyst was removed
  3. filtrationby filtering mixture through a pad of Celite
  4. customthe resulting solution was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-ef595e108f8b40e49b980f6ab46b472e
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08222248B2

Notizen zur Reaktion

Wird geladen…