Reaktion #514931

Reaktionsgleichung

2-benzyloxy-5-bromobenzaldehyde

sodium borohydride

→

2-benzyloxy-5-bromobenzyl alcohol

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeslowly rose to 33° C
2. 2
   SonstigeAfter 1 hour the reaction mixture was evaporated
3. 3
   workup.DISSOLUTIONthe residue dissolved in ethyl acetate
4. 4
   workup.ADDITIONpoured into a mixture of ice water (200 ml) and 1N HCl (25 ml)
5. 5
   SonstigeThe organic layer was separated
6. 6
   Waschenwashed with aqueous sodium hydrogen carbonate, brine
7. 7
   Trocknendried (Na2SO4)
8. 8
   Sonstigeevaporated

Vorschrift

A suspension of 2-benzyloxy-5-bromobenzaldehyde (14.5 g, 50.2 mmol) in absolute ethanol (250 ml) was treated with sodium borohydride (2.6 g, 68.8 mmol). The reaction was stirred and the temperature slowly rose to 33° C. After 1 hour the reaction mixture was evaporated and the residue dissolved in ethyl acetate and poured into a mixture of ice water (200 ml) and 1N HCl (25 ml). The organic layer was separated, washed with aqueous sodium hydrogen carbonate, brine, dried (Na2SO4) and evaporated to give 2-benzyloxy-5-bromobenzyl alcohol as a pale yellow oil (14.85 g, quantitative).

Quelle