Carbon tetrabromide → (RS)-2-(5-(1-Bromoethyl)-isoxazol-3-yl)-pyridine

HRID 707655Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 707655
O[CH:2]([C:4]1[O:8][N:7]=[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH:5]=1)[CH3:3].C(Br)(Br)(Br)[Br:16]>ClCCl>[Br:16][CH:2]([C:4]1[O:8][N:7]=[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH:5]=1)[CH3:3]

Komponenten

4

Edukt 2

HCID 11205Carbon tetrabromideHCID 44605541(RS)-2-(5-(1-Hydroxyethyl)-isoxazol-3-yl)-pyridine

Produkt 1

HCID 67958649(RS)-2-(5-(1-Bromoethyl)-isoxazol-3-yl)-pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
30 °C

Versuchsvorschrift

To a mixture of (RS)-2-(5-(1-hydroxy-ethyl)-isoxazol-3-yl)-pyridine (0.9 gm), and triphenylphosphene (1.77 gm) in dichloromethane (20 ml) was added carbontetrabromide (6 gm) at 0° C. The reaction mixture was stirred at 30° C. over a period of 2.5 h. The reaction was monitored by TLC. The reaction was quenched by addition of water and layers were separated. Combined organic extract was washed with brine and evaporated under vacuum to provide the 1.7 gm crude mass which was purified by using silica gel column chromatography to provide title compound in 0.8 gm quantity (65%).

Aufarbeitung

  1. customThe reaction was quenched by addition of water and layers
  2. customwere separated
  3. extractionCombined organic extract
  4. washwas washed with brine
  5. customevaporated under vacuum
  6. customto provide the 1.7 gm crude mass which
  7. customwas purified

Quellen und Nachweise

ORD-Eintrag
ord-2b4b4e6d763a479285439a77f6f2d5df
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09175031B2

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