반응 #667802

반응 방정식

Phenyl glyoxal

2-(4-carbomethoxyphenyl)ethanamine

benzene

→

N-(2-[4-Carbomethoxyphenyl]ethyl)-2-hydroxy-2-phenylethanamine

용매

water

반응 조건

후처리

1. 1
   기타had been collected
2. 2
   workup.ADDITIONwas added portionwise with ice cooling
3. 3
   기타the solvent was evaporated
4. 4
   기타the residue was partitioned between water and ethyl acetate
5. 5
   추출The dried organic extract
6. 6
   기타was evaporated
7. 7
   기타crystallised from benzene/hexane, mp 105°-106°

실험 절차

Phenyl glyoxal (0.8 g) and 2-(4-carbomethoxyphenyl)ethanamine (1.1 g) were heated in refluxing benzene (100 ml) under a Dean and stark head until the theoretical amount of water had been collected. The solvent was replaced with methanol and sodium borohydride (2.0 g) was added portionwise with ice cooling. The mixture was stirred for 2 hours, the solvent was evaporated and the residue was partitioned between water and ethyl acetate. The dried organic extract was evaporated and crystallised from benzene/hexane, mp 105°-106°. (CDCl3) 6.80-7.60 (8H, m), 6.18 (3H, s), 5.34 (1H, m), 2.94 (2H, d, J=8 Hz), 2.77 (5H, m), 2.09 (2H, d, J=8 Hz).

출처