반응 #64460

반응 방정식

3-bromopropylamine hydrobromide

benzyl chloroformate

diisopropylethylamine

→

desired product

수율 62.7%

N-Benzyloxycarbonyl-3-bromopropylamine

수율 62.7%

용매

THF

반응 조건

후처리

1. 1
   workup.ADDITIONwas added, via hypodermic syringe
2. 2
   기타at room temperature
3. 3
   기타The crude reaction mixture
4. 4
   여과was filtered over a pad of Celite and solvents
5. 5
   기타were evaporated
6. 6
   기타chromatographed on silica gel
7. 7
   세척eluting with 10-20-30% EtOAc/hexane

실험 절차

To a stirred suspension of 3-bromopropylamine hydrobromide (2 g, 9.14 mM) in 40 mL dry THF was added, via hypodermic syringe, benzyl chloroformate (1.64 g, 9.60 mM) at room temperature. After cooling to 0° C., diisopropylethylamine (1.6 mL, 9.20 mM) was added dropwise via syringe and the reaction mixture was allowed to stir at 0° C. for 1 hour. The crude reaction mixture was filtered over a pad of Celite and solvents were evaporated. The residue was flash chromatographed on silica gel, eluting with 10-20-30% EtOAc/hexane to afford 1.56 g desired product as a liquid, homogeneous by TLC in 80:20 hexane-EtOAc;

출처