反応 #1328402

反応方程式

N,N-dibenzyl-(1R,2S,4S)-1-methyl-2-hydroxy-4-phenylhexyl amine

acetic acid

→

(1R,2S,4S)-1-methyl-2-hydroxy-4-phenylhexyl amine

収率 78.5%

溶媒

methanol

反応条件

後処理

1. 1
   ろ過the catalyst was filtered off
2. 2
   その他The liquid filtrate thus obtained
3. 3
   濃縮was concentrated under reduced pressure
4. 4
   workup.ADDITIONTo the resulting residue, a saturated sodium hydrogen carbonate aqueous solution (15 ml) was added
5. 5
   抽出two 50 ml methylene chloride extractions
6. 6
   乾燥The resulting organic layer was dried with anhydrous magnesium sulfate
7. 7
   ろ過Magnesium sulfate was filtered off
8. 8
   濃縮the liquid filtrate was concentrated under reduced pressure

実験手順

The N,N-dibenzyl-(1R,2S,4S)-1-methyl-2-hydroxy-4-phenylhexyl amine (1.46 g, 3.77 mmol) obtained above was dissolved in methanol (25 ml). Subsequently, acetic acid (0.43 ml, 7.53 mmol) and 5% Pd-C (palladium carbon; containing 50% of water) (0.6 g) were added to the dissolved solution. This reaction solution was stirred for 16 hours at 50° C. under a hydrogen atmosphere, and the catalyst was filtered off. The liquid filtrate thus obtained was concentrated under reduced pressure. To the resulting residue, a saturated sodium hydrogen carbonate aqueous solution (15 ml) was added and two 50 ml methylene chloride extractions were performed. The resulting organic layer was dried with anhydrous magnesium sulfate. Magnesium sulfate was filtered off and the liquid filtrate was concentrated under reduced pressure to yield (1R,2S,4S)-1-methyl-2-hydroxy-4-phenylhexyl amine (0.61 g, 2.96 mmol).

出典