3-Quinolinecarboxaldehyde → (Quinolin-3-yl)methanol

HRID 576957

Reaktionsgleichung

Reaktionsgleichung von HRID 576957
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH:11]=[O:12])[CH:2]=1.[BH4-].[Na+]>C(O)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH2:11][OH:12])[CH:2]=1

Komponenten

4

Edukt 2

HCID 836413-QuinolinecarboxaldehydeHCID 4311764Sodium borohydride

Produkt 1

HCID 12662983(Quinolin-3-yl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

In a 250 mL round bottom flask, quinoline-3-carbaldehyde (1.57 g, 10 mmol) was dissolved anhydrous ethanol (20 mL). The solution was cooled to 0° C. under nitrogen. NaBH4 (420 mg, 11 mmol) was added in one portion. The mixture was stirred at room temperature for 2 hours, and quenched by addition of water (3 mL). Na2SO4 (15 g) was added. After 10 minutes, the mixture was filtered. The filtrate was evaporated to provide quinolin-3-ylmethanol.

Aufarbeitung

  1. customquenched by addition of water (3 mL)
  2. additionNa2SO4 (15 g) was added
  3. waitAfter 10 minutes
  4. filtrationthe mixture was filtered
  5. customThe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-5cb8498e4d874eee874d8ceafcc87088
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040538B2

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