Reaktion #2854

Reaktionsgleichung

N-bromosuccinamide

5-iodo-2-(2-methoxy-ethoxymethoxy)-benzyl alcohol

triphenylphospine

→

5-Iodo-2-(2-methoxy-ethoxymethoxy)-benzyl bromide

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITAfter 20 min
2. 2
   Einengenthe solution is concentrated
3. 3
   SonstigeThe crude product is purified by column chromatography
4. 4
   Wascheneluting with EtOAc:CH2Cl2 :hexane (3:1:6)

Vorschrift

To a solution of 5-iodo-2-(2-methoxy-ethoxymethoxy)-benzyl alcohol (7.5 g, 22 mmol) in 60 mL of THF at 15° C. is added triphenylphospine (6.35 g, 24 mmol) followed by N-bromosuccinamide (4.3 g, 24 mmol). The solution is stirred for 5 min. The solution is allowed to warm to ambient temperature. After 20 min, the solution is concentrated. The crude product is purified by column chromatography eluting with EtOAc:CH2Cl2 :hexane (3:1:6).

Quelle