반응 #1868

반응 방정식

water

2-amino-5-chloro-α-(2-chloro phenyl)benzyl alcohol

2,4-dimethoxy benzaldehyde

sodium borohydride

→

5-chloro-α-(2-chlorophenyl)-2-(2,4-dimethoxybenzyl)aminobenzyl alcohol

수율 96.1%

용매

acetic acid

반응 조건

후처리

1. 1
   온도cooling
2. 2
   추출followed by extraction with ethyl acetate (200 ml×2)
3. 3
   세척The ethyl acetate layer was washed with 1N sodium hydroxide, which
4. 4
   건조was dried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONby distilling off the solvent under reduced pressure
6. 6
   기타The residue was purified by means of a silica gel column chromatography (hexane:ethyl acetate=5:1)

실험 절차

To a solution of 2-amino-5-chloro-α-(2-chloro phenyl)benzyl alcohol (5.0 g) and 2,4-dimethoxy benzaldehyde (3.72 g) in acetic acid (50 ml) was added, under ice-cooling, sodium borohydride (0.94 g). The mixture was stirred for one hour at room temperature, which was poured into water (200 ml), followed by extraction with ethyl acetate (200 ml×2). The ethyl acetate layer was washed with 1N sodium hydroxide, which was dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The residue was purified by means of a silica gel column chromatography (hexane:ethyl acetate=5:1) to give 5-chloro-α-(2-chlorophenyl)-2-(2,4-dimethoxybenzyl)aminobenzyl alcohol (7.5 g) as an oily product.

출처