反応 #54470

反応方程式

chloroform

2-(4-benzhydryl-1-piperazinylmethyl)-6-methoxy-3,4-dihydro-1(2H)-naphthalenone

sodium borohydride

→

2-(4-benzhydryl-1-piperazinylmethyl)-6-methoxy-1,2,3,4-tetrahydro-1-naphthalenol

溶媒

methanol

反応条件

後処理

1. 1
   workup.ADDITIONIn a mixture of 50 ml
2. 2
   workup.ADDITIONthe addition of 3 g
3. 3
   workup.ADDITIONThe reaction mixture is then diluted with 500 ml
4. 4
   抽出of water and extracted with chloroform
5. 5
   乾燥The extract is dried over anhydrous sodium sulfate
6. 6
   workup.DISTILLATIONdistilled under reduced pressure
7. 7
   その他to remove the solvent, whereby 3 g

実験手順

In a mixture of 50 ml. of chloroform and 100 ml. of methanol is dissolved 3.5 g. of 2-(4-benzhydryl-1-piperazinylmethyl)-6-methoxy-3,4-dihydro-1(2H)-naphthalenone. Following the addition of 3 g. of sodium borohydride, the solution is stirred at room temperature for 30 minutes. The reaction mixture is then diluted with 500 ml. of water and extracted with chloroform. The extract is dried over anhydrous sodium sulfate and distilled under reduced pressure to remove the solvent, whereby 3 g. of 2-(4-benzhydryl-1-piperazinylmethyl)-6-methoxy-1,2,3,4-tetrahydro-1-naphthalenol is obtained as oily residue. This residue is dissolved in a mixture of 20 ml. of 20 % ethanolic hydrochloric acid and 30 ml. of ethanol, and the solution is heated at 80°-90°C. for 30 minutes. The reaction mixture is cooled to obtain 2.7 g. of 3-(4-benzhydryl-1-piperazinylmethyl)-7-methoxy-1,2-dihydronaphthalene hydrochloride as colorless needles melting at 220°-235° C. (gradually decomposed).

出典