2-Benzyl-5-[1,3]dioxolan-2-yl-pyridine → 6-Benzyl-pyridine-3-carbaldehyde

HRID 78256

Reaktionsgleichung

Reaktionsgleichung von HRID 78256
[CH2:1]([C:8]1[CH:13]=[CH:12][C:11]([CH:14]2OCC[O:15]2)=[CH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>Cl>[CH2:1]([C:8]1[N:9]=[CH:10][C:11]([CH:14]=[O:15])=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

3

Edukt 1

HCID 592551082-Benzyl-5-[1,3]dioxolan-2-yl-pyridine

Produkt 1

HCID 216983476-Benzyl-pyridine-3-carbaldehydeAusbeute 79,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

2-Benzyl-5-[1,3]dioxolan-2-yl-pyridine (7.3 g, 30 mmol) described in Manufacturing Example 210-1-3 and 2 N hydrochloric acid (100 mL) were stirred for 15 minutes at 100° C. The reaction solution was cooled to room temperature and partitioned into ethyl acetate and a 5 N sodium hydroxide solution (40 mL). The organic layer was separated, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (4.7 g, 79%).

Aufarbeitung

  1. temperatureThe reaction solution was cooled to room temperature
  2. custompartitioned into ethyl acetate
  3. customThe organic layer was separated
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f7652c6cdfd948359b2d95b055fb1e41
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841327B2

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