HCID 68748804, Verbindung → 2-Biphenyl-4-ylmethyl-succinic acid 4-tert-butyl ester

HRID 333333Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 333333
[C:1]1([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:6]=[CH:5][C:4]([CH2:7][CH:8]([CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C:9]([O:11]CC2C=CC=CC=2)=[O:10])=[CH:3][CH:2]=1>CCOC(C)=O.[Pd]>[C:1]1([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:2]=[CH:3][C:4]([CH2:7][CH:8]([CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C:9]([OH:11])=[O:10])=[CH:5][CH:6]=1

Komponenten

4

Edukt 1

HCID 68748804HCID 68748804, Verbindung

Produkt 1

HCID 596078262-Biphenyl-4-ylmethyl-succinic acid 4-tert-butyl esterAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 23938PalladiumLösungsmittel

Versuchsvorschrift

1-Benzyl 4-tert-butyl 2-(biphenyl-4-ylmethyl)succinate (500 mg, 1.161 mmol) was dissolved in 10 mL of EtOAc and hydrogenated with 10% Pd/C at room temperature. After 4 hours of the hydrogenation, the mixture was concentrated under reduced pressure. The obtained residue was purified by flash chromatography (silica gel, 2 to 5% MeOH/DCM) and gave the title compound: 296 mg (yield: 93%). LCMS (condition G): 339.1 (M−1); retention time=0.70 min.

Aufarbeitung

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customThe obtained residue was purified by flash chromatography (silica gel, 2 to 5% MeOH/DCM)

Quellen und Nachweise

ORD-Eintrag
ord-ea6dcbd3b6224242be4ef9b775690b28
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08877815B2

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