反応 #10274

反応方程式

ammonium hydroxide

4-benzyl-2-(naphthalen-2-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester

trifluoroacetic acid

→

1-benzyl-3-(naphthalen-2-ylmethyl)piperazine

溶媒

dichloromethane

反応条件

後処理

1. 1
   workup.ADDITIONAfter 75 min at room temperature the mixture was poured onto ice
2. 2
   その他The layers were separated
3. 3
   抽出the aqueous layer extracted with dichloromethane
4. 4
   乾燥The combined organic layers were dried over magnesium sulphate
5. 5
   ろ過filtered
6. 6
   濃縮concentrated in vacuo

実験手順

To a solution of 4-benzyl-2-(naphthalen-2-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester (0.75 g) in dichloromethane (3 mL) was added dropwise trifluoroacetic acid (3 mL). After 75 min at room temperature the mixture was poured onto ice and made basic by the addition of ammonium hydroxide (25% solution). The layers were separated and the aqueous layer extracted with dichloromethane. The combined organic layers were dried over magnesium sulphate, filtered, and concentrated in vacuo to afford 1-benzyl-3-(naphthalen-2-ylmethyl)piperazine as an oil; 053 g (93%) MH+ 317, Rf 0.61 (CH2Cl2/MeOH/NH4OH 93/7/0.5), which was used as such.

出典