Reaktion #6022

Reaktionsgleichung

4-bromomethylbenzoic acid

borane THF

→

title compound

Ausbeute 94.8%

4-(bromomethyl)benzylalcohol

Ausbeute 94.8%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe ice bath was removed
2. 2
   Temperaturto warm to room temperature
3. 3
   SonstigeThe excess borane was quenched with MeOH
4. 4
   Einengenwith water, and the reaction mixture was concentrated in vacuo
5. 5
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
6. 6
   Waschenwashed with 4% HCl, water NaHCO3, brine
7. 7
   Trocknendried (MgSO4)
8. 8
   Filtrationfiltered
9. 9
   Einengenconcentrated in vacuo

Vorschrift

A suspension of 4-bromomethylbenzoic acid (5.04; 23.3 mmol) in THF (30 ml) was cooled to 0° C. and treated with borane/THF (35 mmol). The ice bath was removed and the mixture was allowed to warm to room temperature and stirred for 1.5 hours. The excess borane was quenched with MeOH, and then with water, and the reaction mixture was concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with 4% HCl, water NaHCO3, brine, dried (MgSO4), filtered, concentrated in vacuo to afford 4.44 g (94%) of the title compound.

Quelle