反応 #819982

反応方程式

aluminum chloride

N2

2,6-dimethoxynaphthalene

4-(2-piperidin-1-yl-ethoxy)-benzoyl chloride

→

(2,6-dimethoxy-naphthalen-1-yl)-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

溶媒

water

CH2Cl2

CH2Cl2

反応条件

後処理

1. 1
   その他equipped
2. 2
   その他quench
3. 3
   その他the reaction slowly with 1 N NaOH
4. 4
   洗浄Wash the aqueous layer with CH2Cl2 (20 mL)
5. 5
   洗浄Combine the organic extracts and wash with brine
6. 6
   乾燥dry (Na2SO4)
7. 7
   その他Recrystallize the crude product from methanol

実験手順

Dissolve 2,6-dimethoxynaphthalene (1.0 eq.) in CH2Cl2 (5 volume eq.) at ambient temperature in a dry round bottom flask equipped with stir bar, temperature probe and N2 line. Cool the solution to 0° C. with an ice bath, and add 4-(2-piperidin-1-yl-ethoxy)-benzoyl chloride (1.1 eq.). Add aluminum chloride (2.0 eq.). Once the reaction is determined to be complete, quench the reaction slowly with 1 N NaOH and dilute with additional water and CH2Cl2. Wash the aqueous layer with CH2Cl2 (20 mL). Combine the organic extracts and wash with brine and dry (Na2SO4). Recrystallize the crude product from methanol to give (2,6-dimethoxy-naphthalen-1-yl)-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone.

出典