反応 #1075955

反応方程式

Ethyl acetate

NEt3

ethyl N-Boc-(R)-nipecotate L-tartrate

di-tert-butyl dicarbonate

→

ethyl N-Boc-(R)-nipecotate

収率 100.0%

溶媒

H2O

dioxane

H2O

—

ice water

反応条件

後処理

1. 1
   workup.STIRRINGStirring
2. 2
   温度cooling
3. 3
   workup.ADDITIONwas introduced
4. 4
   workup.STIRRINGstirred for 4 h
5. 5
   抽出The aqueous layer was extracted with ethyl acetate (2×100 mL)
6. 6
   洗浄washed with aqueous potassium carbonate (sat., 2×50 mL), aqueous HCl (5%, 2×50 mL), brine (50 mL)
7. 7
   乾燥dried over anhydrous sodium sulfate
8. 8
   ろ過filtered
9. 9
   その他evaporated

実験手順

A solution of ethyl N-Boc-(R)-nipecotate-L-tartrate (24) (10.00 g, 32.5 mol) in 50 mL of dioxane and 50 mL of H2O was cooled in ice-water bath and NEt3 (9 mL) was added with stirring. Stirring and cooling were continued while di-tert-butyl dicarbonate (7.44 g, 1.05 eq.) was introduced. The mixture was warmed to room temperature and stirred for 4 h. 100 mL of Ethyl acetate and 20 mL of H2O were added to mixture. The aqueous layer was extracted with ethyl acetate (2×100 mL). The extracts were combined and washed with aqueous potassium carbonate (sat., 2×50 mL), aqueous HCl (5%, 2×50 mL), brine (50 mL), and dried over anhydrous sodium sulfate, filtered and evaporated to give ethyl N-Boc-(R)-nipecotate as a colorless oil 8.37 g (100%).

出典