Benzyl 2-(2-pyridyloxy)-2-methylbutanoate → HCID 22270592, Verbindung

HRID 2104268Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2104268
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][C:8]([CH3:21])([CH2:19][CH3:20])[C:9]([O:11]CC1C=CC=CC=1)=[O:10]>[Pd].CO>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][C:8]([CH3:21])([CH2:19][CH3:20])[C:9]([OH:11])=[O:10]

Komponenten

4

Edukt 1

HCID 22270398Benzyl 2-(2-pyridyloxy)-2-methylbutanoate

Produkt 1

HCID 22270592HCID 22270592, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of benzyl 2-(2-pyridyloxy)-2-methylbutanoate (1.6 g, 5.5 mmol) and 10% palladium on carbon (50 mg) in 50 mL of methanol was degassed and filled with hydrogen using a balloon. After stirring at room temperature overnight, the reaction mixture was filtered through CELITE diatomaceous earth and washed with methanol (20 mL), and the filtrate was concentrated to dryness to give the title compound. 1H NMR (500 MHz, CD3OD): δ 8.03 (dd, 1H), 7.64 (ddd, 1H), 6.89 (dd, 1H), 6.76 (dd, 1H), 2.14 (m, 1H), 1.94 (m, 1H), 1.64 (s, 3H), 0.99 (t, 3H). LC-MS: m/e 196 (M+H)+ (1.8 min).

Aufarbeitung

  1. customwas degassed
  2. additionfilled with hydrogen using a balloon
  3. filtrationthe reaction mixture was filtered through CELITE diatomaceous earth
  4. washwashed with methanol (20 mL)
  5. concentrationthe filtrate was concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-d8719394feb547e487b71cd5061cdc8f
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07576239B2

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