Hydrochloric Acid → 2-(6-Bromopyridin-2-yl)-4-hydroxybutanenitrile

HRID 385895

Reaktionsgleichung

Reaktionsgleichung von HRID 385895
[Br:1][C:2]1[N:7]=[C:6]([CH:8]([CH2:11][CH2:12][O:13][Si](C(C)(C)C)(C)C)[C:9]#[N:10])[CH:5]=[CH:4][CH:3]=1.Cl>C1COCC1.O>[Br:1][C:2]1[N:7]=[C:6]([CH:8]([CH2:11][CH2:12][OH:13])[C:9]#[N:10])[CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 595259102-(6-Bromopyridin-2-yl)-4-{[tert-butyl(dimethyl)silyl]oxy}butanenitrile

Produkt 1

HCID 595255742-(6-Bromopyridin-2-yl)-4-hydroxybutanenitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2-(6-bromopyridin-2-yl)-4-{[tert-butyl(dimethyl)silyl]oxy}butanenitrile (470 mg, 1.32 mmol) in THF (4.0 mL) was added HCl (2.0 M, 4.00 mL, 8.00 mmol). The solution was stirred at room temperature for 1 hour. It was then diluted with water and extracted with EtOAc (2×). The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated. Silica gel chromatography (15-100% EtOAc/hexanes) afforded the title compound as a colorless oil.

Aufarbeitung

  1. extractionextracted with EtOAc (2×)
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-f9a99241534d48d1a0473046c7d674b3
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367706B2

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