Sodium Hydroxide → HCID 58777817, Verbindung

HRID 1892245Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1892245
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8](O)([CH3:10])[CH3:9].[OH-].[Na+]>I>[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH:8]([CH3:10])[CH3:9]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 131295773-Fluoro-α,α-dimethyl-4-pyridinemethanol

Produkt 1

HCID 58777817HCID 58777817, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24841Hydrogen iodideLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

2-(3-Fluoro-pyridin-4-yl)-propan-2-ol (from the previous step, 6.40 g, 41.3 mmol) was dissolved in 50 mL of 57% HI aqueous solution. Red phosphorus (4.48 g, 144.0 mmol) was added and the mixture was stirred at 140° C. for 5 hours. The reaction mixture was cooled to room temperature, neutralized with 5N aq NaOH and extracted with ether. The combined organic layers were washed with H2O and brine, then dried over Na2SO4 and concentrated under vacuum. The title compound was obtained by distillation. Spectroscopic data: 1H-NMR (300 MHz, CDCl3): δ ppm 1.27 (d, J=7.04 Hz, 6 H), 3.25 (hept, J=7.04 Hz, 1 H), 7.21 (dd, J=5.44 Hz, 1 H), 8.33-8.36 (m, 2 H).

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionextracted with ether
  3. washThe combined organic layers were washed with H2O and brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-b6c796d65da344c69d5ceff685730ce5
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08507682B2

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