반응 #55626

반응 방정식

N-benzyloxycarbonyloxysuccinimide

water

γ-aminobutyric acid

sodium bicarbonate

→

N-carbobenzoxy-γ-aminobutyric acid

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타the tetrahydrofuran is evaporated in vacuo
2. 2
   workup.ADDITIONThe residue is diluted with 200 ml
3. 3
   추출of water and extracted with (2×300 ml.) anhydrous ether
4. 4
   추출extracted with (3×400 ml.) methylene chloride
5. 5
   기타The methylene chloride extracts are collected
6. 6
   세척washed with (3×200 ml.) brine solution
7. 7
   건조dried with anhydrous magnesium sulfate
8. 8
   기타the solvent evaporated in vacuo at room temperature

실험 절차

To a solution of 100 ml. of water and 120 ml. of tetrahydrofuran is added sequentially 12.4 g. of γ-aminobutyric acid, 10.4 g. of sodium bicarbonate, and 30 g. of N-benzyloxycarbonyloxysuccinimide. The reaction mixture is stirred for approximately 3.5 hours at room temperature and then the tetrahydrofuran is evaporated in vacuo. The residue is diluted with 200 ml. of water and extracted with (2×300 ml.) anhydrous ether. The aqueous layer is then acidified to pH 1-2 with 1 N hydrochloric acid and extracted with (3×400 ml.) methylene chloride. The methylene chloride extracts are collected and combined and then washed with (3×200 ml.) brine solution, dried with anhydrous magnesium sulfate and the solvent evaporated in vacuo at room temperature. The residue provides N-carbobenzoxy-γ-aminobutyric acid.

출처