Réaction #1904

Équation de réaction

2-amino-4'-benzyloxy-5-chloro-2'-methoxybenzophenone

sodium borohydride

→

2-amino-α-(4-benzyloxy-2-methoxyphenyl)-5-chlorobenzyl alcohol

Rendement 94.5%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   Concentrationthe mixture was concentrated in vacuo
2. 2
   workup.ADDITIONThe residue was diluted with water (200 ml)
3. 3
   Extractionextracted with ethyl acetate (300 ml)
4. 4
   LavageThe extract was washed with water
5. 5
   Séchagedried over magnesium sulfate
6. 6
   Concentrationconcentrated in vacuo
7. 7
   AutreThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1-2:1)

Mode opératoire

To a solution of 2-amino-4'-benzyloxy-5-chloro-2'-methoxybenzophenone (10 g) in methanol (100 ml) was added sodium borohydride (1.4 g). After being stirred for 24 h, the mixture was concentrated in vacuo. The residue was diluted with water (200 ml) and extracted with ethyl acetate (300 ml). The extract was washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1-2:1) to give 2-amino-α-(4-benzyloxy-2-methoxyphenyl)-5-chlorobenzyl alcohol (9.5 g) as colorless crystals (mp=101°-103° C.).

Source